Navigation

Researchers at UCD

researcher

Declan Gerard Gilheany

Full Professor

School Of Chemistry
Science Centre - South
Belfield
Dublin 4

Tel: +353 1 7162308
Email: declan.gilheany@ucd.ie

Biography

Education:  Queens University Belfast: B.Sc. (Hons) 1978 (First Class, Cecil Wilson Prize and Richardson Medal), Ph.D. 1983 (Queens Foundation Student).

Appointments and Honours: 1980-81: Temporary Lecturer QUB; 1983-92: Lecturer St. Patricks College Maynooth; 1988-90: Massachusetts Institute of Technology (Visiting Professor and Fulbright Scholar in K.B. Sharpless lab); 1992-date UCD: College Lecturer, Senior Lecturer 2002, Associate Professor 2006.  2008: Society of Chemical Industry Wesley Cocker Award for Chemical Industry.  2009: UCD Presidents Research Fellow, Stanford University Visiting Professor.

Member Royal Society of Chemistry (Hon. Sec. 1992-97), American Chemical Society and Institute of Chemistry of Ireland. Member of the Forfas Technology Foresight Chemical and Pharmaceutical Panel (1998, forerunner of Science Foundation Ireland).  Member of Industrial Research Commercialisation Committee (IRCC) of Enterprise Ireland (2006/08), Member Government Chief Scientific Advisor Panel of Experts (2009-).

At MIT I found a significant improvement in the Sharpless asymmetric dihydroxylation (AD) reaction - patent recognition was granted for this contribution and is still generating royalty income. I am honoured to be able to note that this work formed a small part of the body of work for which Sharpless won the 2001 Nobel Prize and gratified that he mentioned this in his Nobel Prize address.

Professional

Honours and Awards

Year: 2008.
Title: Wesley Cocker Award

Associations

Association: Royal Society of Chemistry, Function/Role: Honorary Secretary, 1992-1997
Association: Royal Society of Chemistry, Function/Role: Member, 1978-
Association: American Chemical Society, Function/Role: Member, 1983 -

Patents

Patent WO 96/24601 : Complexes, processes for their preparation and use
Patent 922195 : Substituted Azulenes
Patent WO 2010004278 : Method for increasing the enantiomeric excess of chiral phosphine oxides, sulphides, imides and boranes
Patent PCT/GB2008/0010 : Chiral Phosphorus Compounds
Patent PCT/IB2005/0020 : Chiral Phosphorus Compounds
Patent 07/512,6494 : Methods for Catalytic Asymmetric Dihydroxylation of Olefins
 

Licensing

Chiral Phosphorus Compounds. Inventor(s):Bergin, E; Clarke, EF; Gilheany, DG; Kelly, BG; McGarrigle, EM; Rimkus, A; Robinson, SB; O¿Connor, CT; O¿Mahony, CP and Walsh, DM, Licensee:Celtic Catalysts Ltd.

Conference Contributions

Anna Vetter (2015) The Wittig Conundrum. [Poster Presentation], European Symposium on Organic Reactivity, Kiel, Germany , 30-AUG-15 - 04-SEP-15.
Kiril Nikitin, Declan, G. Gilheany (2015) Phosphorus and Carbon: A Tetrahedral Connection. [Oral Presentation], European Symposium on Organic Reactivity, Kiel, Germany , 30-AUG-15 - 04-SEP-15.
Bartosz Bieszczad, Declan G. Gilheany (2015) Asymmetric Grignard Synthesis of Tertiary Alcohols. [Poster Presentation], 19th European Symposium on Organic Chemistry, Lisbon, Portugal , 10-JUL-15 - 16-JUL-15.
Declan G. Gilheany (2015) Asymmetric Grignard Synthesis of Tertiary Alcohols. [Oral Presentation], International Symposium on Synthesis and Catalysis, Evora, Portugal , 02-SEP-15 - 04-SEP-15.
Declan G. Gilheany (2015) Asymmetric Grignard Synthesis of Tertiary Alcohols. [Invited Lecture], Synthesis from the Six Nations II, Society of Chemical Industry, London , 07-OCT-15 - 07-OCT-15.
Malachi Gillick-Healy, Declan G. Gilheany (2015) Studies on aminophosphonium salts and dynamic kinetic resolution of aminophosphine oxides. [Poster Presentation], 67th Irish Universities Chemistry Research Colloquium, Maynooth University, Co. Kildare, Irelandpos , 25-JUN-16 - 25-JUN-16.
Bartosz Bieszczad, Declan, G. Gilheany (2015) Asymmetric Grignard Synthesis of Tertiary Alcohols. [Poster Presentation], Organometallic Chemistry Directed Towards Organic Synthesis, Sitges, Barcelona, Portugalpos , 28-JUN-15 - 02-JUL-15.
Declan G. Gilheany (2011) No ring of Fire: Taming a Functional Group- Primary Phosphine Oxidation. [Invited Oral Presentation], N/A, Trinity College Dublin, Ireland , 01-JAN-11 - 01-JAN-11.
Declan G. Gilheany (2011) Asymmetric Synthesis of P-Stereogenic Compounds under Appel Conditions. [Oral Presentation], N/A, Nottingham University , 01-FEB-11 - 01-FEB-11.
Declan G. Gilheany, Kamalraj V. Rajendran (2012) Asymmetric Synthesis of P-Stereogenic Compounds via Diastereomerically Enriched Alkoxyphosphonium salts. [Keynote Address], 19th International Conference on Phosphorus Chemsitry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Declan G. Gilheany, Peter A. Byrne (2012) Unified Wittig Mechanism. [Oral Presentation], 21st international Conference on Physical Organic Chemistry, Durham University , 09-SEP-12 - 13-SEP-12.
Declan G. Gilheany, Bartosz Bieszczad (2015) Asymmetric Grignard Synthesis of Tertiary Alcohols. [Invited Oral Presentation], 40th Annual Congress, Institute of Chemistry of Ireland, Modern Approaches to Asymmetric Synthesis, UCD, Ireland , 30-APR-15 - 30-APR-15.
Declan G. Gilheany (2015) Useful New Reactions in Organophosphorus Chemistry. [Oral Presentation], Scientific Visit to NE England, Newcastle University , 12-JAN-15 - 12-JAN-15.
Declan G. Gilheany (2015) Useful New Reactions in Organophosphorus Chemistry. [Oral Presentation], Scientific Visit to NE England, Durham University , 13-JAN-15 - 13-JAN-15.
Sulaiman Al Sulaimi, Declan G. Gilheany (2015) STEREOMUTATION OF SCALEMIC PHOSPHINE OXIDES BY CHLOROPHOSPHONIUM SALTS. [Poster Presentation], 12th European Workshop on Phosphorus Chemistry, Kassel, Germany , 16-MAR-15 - 18-MAR-15.
Sulaiman Al Sulaimi, Declan G. Gilheany (2015) STABLE DIASTEREOMERIC ALKOXYPHOSPHONIUM TRIFLATES SALTS: SIMPLE UNPRECEDENTED PREPARATION, ISOLATION AND CHEMISTRY. [Oral Presentation], 12th European Workshop on Phosphorus Chemistry, Kassel, Germany , 16-MAR-15 - 18-MAR-15.
Peter A. Byrne, Declan G. Gilheany (2011) P-Stereogenic Compounds & Easy Work-up of Wittig Reaction. [Other], Young Chemists¿ Organic Synthesis Workshop, Gregynog Hall, Newtown, Wales , 23-SEP-11 - 23-SEP-11.
Niall P. Kenny, Kamalraj V. Rajendran, Declan G. Gilheany (2012) Novel Approach to the Reduction of Phosphinamides. [Poster Presentation (Refereed)], 9th European Workshop on phosphorus Chemistry, Universite de Rennes, France , 19-MAR-12 - 22-MAR-12.
Damian Carr, Declan G. Gilheany (2012) The Synthesis of 1-Phelylbenzophospholane as a Tool for a Mmechanistic Study of the Asymmetric Appel Reaction. [Oral Presentation], 9th European Workshop on Phosphorus Chemistry, Universite de Rennes, France , 19-MAR-12 - 22-MAR-12.
Elizabeth V. Jennings, Kirill Nikitin, Declan G. Gilheany (2012) Dynamic NMR Study of Nucleophilic Attack at Tetracoordinate Phosphorus. [Poster Presentation], 9th European Workshop on Phosphorus Chemistry, Universite de Rennes, France , 19-MAR-12 - 22-MAR-12.
Declan G. Gilheany (2012) P-Stereogenic Compounds & New Reduction Methodology. [Roundtable Participant], EU COST action, Universite de Renne, France , 19-MAR-12 - 22-MAR-12.
Damien Carr, Declan G. Gilheany (2012) The Facile Preparation of of 1-Phelylbenzophospholane via Ring Closing Metathesis and a Mechanistic Study into the Asymmetric Appe. [Poster Presentation], 9th European Workshop on Phosphorus Chemistry, Universite de Renne, France , 19-MAR-12 - 22-MAR-12.
Kirill Nikitin, Declan G. Gilheany (2012) Halo-Phosphonium Salts ¿ Key Intermediates in the Synthesis of P-chiral Molecules. [Poster Presentation], 19th International Conference on Phosphorus Chemistry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Kamalraj V. Rajendran, Declan G. Gilheany (2012) Asymmetric Synthesis of P-Stereogenic Phosphorus Compounds via Diastereomerically Enriched Alkoxyphosphonium Salts. [Oral Presentation], 19th International Conference on Phosphorus Chemistry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Damien Carr, Declan G. Gilheany (2012) The Synthesis of 1-Phenylbenzophospholane as a Tool for a Mechanistic Study of the Asymmetric Appel Reaction. [Poster Presentation], 19th International on Phosphorus Chemistry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Elizabeth Jennings, Declan G. Gilheany (2012) First dynamic NMR Study of Nucleophilic Attack at Tetravalent Phosphorus. [Poster Presentation], 19th international Conference on Phosphorus Chemistry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Kamalraj V. Rajendran, Declan G. Gilheany (2012) NMR Studies on Reactive Intermediates and Double Kinetic Resolution in the Asymmetric Appel Reaction: Synthesis of Chiral Phosphane-Boranes with Surplus Stereoselectivity . [Poster Presentation], 19th international Conference on Phosphorus Chemistry, Dolen, Rotterdam, The Netherlands , 08-JUL-12 - 12-JUL-12.
Elizabeth V. Jennings, Declan G. Gilheany (2012) NMR Study of Nucleophilic Attack at Tetravalent Phosphorus. [Poster Presentation], 21st International Conference on Physical Organic Chemistry, Durham University, UK , 10-AUG-12 - 12-AUG-12.
Kamalraj V. Rajendran, Declan G. Gilheany (2012) A General Method To Make P-Stereogenic Phosphorus Compounds. [Poster Presentation], 64th Irish Universities Chemistry Research Colloquium, University of Limerick, Ireland , 25-JUN-12 - 26-JUN-12.
Kirill Nikitin, Declan G. Gilheany (2012) Chlorophosphonium and Alkoxyphosphonium Salts ¿ Key Intermediates in the Synthesis of P-chiral Molecules. [Oral Presentation], 21st International Conference on Physical Organic Chemistry, Durham University, UK , 10-AUG-12 - 12-AUG-12.
Declan G. Gilheany (2012) P-Stereogenic Phosphorus: From Bench to Business. [Invited Oral Presentation], 64th Irish Universities Chemistry Research Colloquium, Limerick University, Ireland , 25-JUN-12 - 26-JUN-12.
Kirill Nikitin, Declan G. Gilheany (2013) Reactivity and Dynamics of Tetracoordinate Phosphonium Species. [Oral Presentation], 14th European Symposium on Organic Reactivity, Prague, Czech Republic , 02-SEP-13 - 07-SEP-13.
Kamalraj Rajendran, Declan G. Gilheany (2013) Turning Regioselectivity into Stereoselectivity: Dual resolution of P-Stereogenic ompounds. [Poster Presentation], 12th CSCB Symposium, UCD, Ireland , 13-DEC-13 - 13-DEC-13.
Suliaman Al Sulami (2013) ACHIRAL & STEREOSELECTIVE REDUCTIONS OF PHOSPHINE OXIDES USING LIBH4. EFFECT OF ARYL SUBSTITUENT ON OUTCOME IN ARYLMETHYLPHENYLPHOSPHINE CASES. [Poster Presentation], 12th CSCB Symposium, UCD, Ireland , 13-DEC-13 - 13-DEC-13.
Niall Kenny (2013) Phosphoryl deoxygenation with LiBH4 allows an apparently impossible reaction, breaking P=O, leaving P-O untouched. [Poster Presentation], 12th CSCB Symposium, UCD Ireland , 13-DEC-13 - 13-DEC-13.
Elizabeth Jennings (2013) PERICYCLIC REACTIONS OF PHOSPHORUS COMPOUNDS: AN EASY ROUTE TO PHOSPHABULLVALENE. [Poster Presentation], 12th CSCB Symposium, UCD, Ireland , 13-DEC-13 - 13-DEC-13.
Kamalraj V. Rajendran (2013) Resolution Techniques for P-stereogenic Phosphorus Compounds. [Poster Presentation], 12th CSCB Symposium, UCD, Ireland , 13-DEC-13 - 13-DEC-13.
Damien Carr, Declan G. Gilheany (2013) Phenylbenzophospholane as a Tool for a Mechanistic Study of the Asymmetric Appel Reaction. [Poster Presentation], 10th European Workshop on Phosphorus Chemistry, University of Regensburg, Germany , 18-MAR-13 - 21-MAR-13.
Niall Kenny (2013) Phosphinamide reduction: Chemoselective P=O bond cleavage with in situ Boronation of the aminophosphine product. [Poster Presentation], 10th European Workshop on Phosphorus Chemistry, University of Regensburg, Germany , 18-MAR-13 - 21-MAR-13.
Elizabeth V. Jennings, Declan G. Gilheany (2013) A Dynamic NMR Study Of Nucleophilic Attack at Phosphorus. [Oral Presentation], 10th European Workshop on Phosphorus Chemistry, university Of regensburg, Germany , 18-MAR-13 - 21-MAR-13.
Damien Carr, Declan G. Gilheany (2014) The Synthesis of 2,3-Dihydro-1-phenylbenzo[B]phosphole for a mechanistic study of the Asymmetric Appel Reaction. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Damien J. CARR, Jaya S. KUDAVALLI, Katherine S DUNNE and Declan G. GILHEANY (2014) Prediction of Enantioselectivity using racemic chrial auxiliary: A study of stereoselectivity. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Niall Kenny, Kamalraj V. Rajendran, Elizabeth V. Jennings, Declan G. Gilheany (2014) Phosphoryl Deoxygenation with LiBH4: Allows an Apparently Impossible Reaction. [Oral Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Elizabeth Jennings, Kirill Nikitin, Declan G. Gilheany (2014) Competing For the Top Spot: Apicophilicity in Cyclic Phosphoranes. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Niall Kenny, Declan G. Gilheany (2014) Aminophosphine oxide and phosphinate reduction with LiBH4: An apparently impossible reaction, cleaving P=O while leaving P¿O intact. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Niall Kenny, Declan G. Gilheany (2014) Phosphoryl deoxygenation: Aminophosphine oxide and phosphinate reduction with preservation of the P¿heteroatom bond. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Elizabeth Jennings, Declan G. Gilheany (2014) Dynamic NMR study of nucleophilic substitution at tetracoordinate phosphorus. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Efficient gram scale chromatography-free and distillation-free synthesis of tertiary phosphines: Synthesis and resolution of P-stereogenic phosphine oxides with a functional group handle. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) High enantiomeric excess in P-stereogenic phosphorus compounds through dual resolution and double stereoselection via a transient intermediate. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Systematic survey of positive chlorine sources in the asymmetric Appel reaction: Oxalyl chloride as a new phosphine activato. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Thermodynamically interconnected sequential kinetic resolution through a common intermediate leading to chiral phosphine with surplus enantioselectivity. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Thermodynamically interconnected sequential kinetic resolution through a common intermediate leading to chiral phosphine with surplus enantioselectivity. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscow Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Declan G. Gilheany (2014) Dynamic resolution of P-stereogenic phosphine oxides with choice of enantiomer in the work-up. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Damien Carr, Declan G. Gilheany (2014) Prediction of enantioselectivity using racemic chiral auxiliary: A study of stereoselectivity. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Damien Carr, Declan G. Gilheany (2014) Mechanistic study of the asymmetric oxidation of phosphines under Appel conditions: Understanding and improving the stereoselection. [Oral Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Damien Carr, Declan G. Gilheany (2014) Synthesis of 2,3-dihydro-1-phenylbenzo[b]phosphole for a mechanistic study of the asymmetric Appel reaction. [Poster Presentation], 248th ACS National Meeting & Exposition, Moscone Centre, San Francisco, USA , 10-AUG-14 - 14-AUG-14.
Declan G. Gilheany (2014) Useful New Reactions in Organophosphorus Chemistry. [Invited Oral Presentation], XVIIth International Symposium Progress in Heteroatom Chemistry, Łódź, Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences , 21-NOV-14 - 21-NOV-14.
Declan G. Gilheany (2014) Useful New Reactions in Organophosphorus Chemistry. [Invited Oral Presentation], Scientific Visit to Poland, Jan Długosz University, Poland , 20-NOV-14 - 20-NOV-14.
Declan G. Gilheany (2014) Useful New Reactions in Organophosphorus Chemistry. [Invited Oral Presentation], Scientific Visit to Poland, UMCS University, Poland , 19-NOV-14 - 19-NOV-14.
Adam Molloy, Declan G. Gilheany (2014) Novel Synthesis of P-Stereogenic Phosphorus Compounds by Sequential Cleavage of Phosphorus-Phosphorus Bonds; Diphosphines, Tertiary Phosphines and Phosphonium Salts. [Poster Presentation], Inorganic Ireland Symposium 2014, RCSI, Dublin, Ireland , 11-DEC-14 - 11-DEC-14.
Kirill Nikitin, Helge Muller-Bunz, Declan G. Gilheany (2014) Dual Resolution via Tetracoordinate Phosphorus Species. oral presentation. [Oral Presentation], 26th International Symposium on Chiral Discrimination, Prague, Czech Republic , 27-JUL-14 - 30-JUL-14.
Niall Kenny, Kamalraj V. Rajendran, Declan G. Gilheany (2014) Phosphoryl Deoxygenation: Aminophosphine Oxide and Phosphinate Reduction with Preservation of the P-Heteroatom Bond. [Oral Presentation], Inorganic Ireland Symposium 2014, RCSI, Dublin, Ireland , 11-DEC-14 - 11-DEC-14.
Damien Carr, Declan G. Gilheany (2014) Mechanistic study of the asymmetric oxidation of phosphines under Appel conditions: Understanding and improving the stereoselection. [Oral Presentation], 66th Irish Universities Chemistry Research Colloquium, NUIG, Galway, Ireland , 19-JUN-14 - 19-JUN-14.
Adam Molloy, Declan G. Gilheany (2014) Novel Synthesis of P-stereogenic compounds by sequential cleavage of phosphorus-phosphorus bonds; diphosphines, tertiary phosphines and phosphonium salts. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Kirill Nikitin, Declan G. Gilheany (2014) Mysterious kinetic behaviour of alkoxyphoshponium salts: direct evidence of hydrodichloride anion. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD,Ireland , 28-JUN-14 - 02-JUL-14.
Damien Carr, Declan G. Gilheany (2014) Prediction of Enantioselectivity using racemic chrial auxiliary: A study of stereoselectivity. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Elizabeth V. Jennings, Colin Murphy, Declan G. Gilheany (2014) Hammett investigation of nucleophilic attack on phosphonium salts. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) High enantiomeric excess in P-stereogenic phosphorus compounds through dual resolution and double stereoselection via a transient intermediate. [Oral Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Systematic survey of positive chlorine sources in the asymmetric Appel reaction: Oxalyl chloride as a new phosphine activator. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Kamalraj V. Rajendran, Declan G. Gilheany (2014) Efficient Gram Scale Chromatography--Free and Distillation--Free Synthesis of Tert Phosphines. [Poster Presentation], 20th International Conference on Phosphorus Chemistry, UCD, Ireland , 28-JUN-14 - 02-JUL-14.
Kirill Nikitin, Declan G. Gilheany (2015) Nucleophilic Cleavage of the P-O-C linkage: Kinetic Behaviour of Phosphonium salts. [Poster Presentation], 12th European Workshop on Phosphorus Chemistry, Kassel, Germany , 16-MAR-15 - 18-MAR-15.
Malachi Gillick-Healy, Declan G. Gilheany (2015) studies on aminophosphonium salts and dynamic kinetic resolution of aminophosphine oxides. [Poster Presentation], 12th European Workshop on Phosphorus Chemistry, Kassel, Germany , 16-MAR-15 - 18-MAR-15.
Anna Vetter, Peter A. Byrne, Declan G. Gilheany (2015) Revisiting the Wittig Reaction. [Poster Presentation], 12th European Workshop on Phosphorus Chemistry, Kassel, Germany , 16-MAR-15 - 18-MAR-15.
Higham, LJ; Clarke, EF; Gilheany, DG; ; (2005) P-chirogenic mop phosphines: The crystal structures of oxides, reduction studies and alternate syntheses. [Oral Presentation], 229th ACS National Meeting, Spring 2005, San Diego, USA , 13-MAR-05 - 17-MAR-05.
Clarke, EF; Higham, LJ; Gilheany, DG; ; (2005) P-chirogenic ligand synthesis and catalysis. [Poster Presentation (Refereed)], 229th ACS National Meeting, Spring 2005, San Diego, USA , 13-MAR-05 - 17-MAR-05.
Declan G. Gilheany; (2006) Taming a functional group: controlling phosphine oxidation. [Invited Lecture], Warwick Synthesis, Warwick , 13-DEC-06 - 13-DEC-06.
Ward, E; Voegler, M; Clarke, EF; Gilheany, D; ; (2006) Designing catalysts for the asymmetric epoxidation of alkenes. [Poster Presentation (Refereed)], American Chemical Society Spring Meeting 2006, Atlanta Georgia , 26-MAR-06 - 30-MAR-06.
Ward, E; Voegler, M; Clarke, EF; Gilheany, D; ; (2006) Designing catalysts for the asymmetric epoxidation of alkenes. [Poster Presentation (Refereed)], 231st ACS National Meeting, Spring 2006, Atlanta, USA , 26-MAR-06 - 30-MAR-06.
Rafter, E., Gilheany, D. G.; (2006) Novel routes to P-stereogenic BINAP. [Poster Presentation], Recent Advances in Synthesis and Chemical Biology V, Dublin, Ireland , 15-DEC-06 - 15-DEC-06.
McGovern, P., Gilheany, D. G.; (2006) Small library of rare sugars from catechol. [Poster Presentation], Recent Advances in Synthesis and Chemical Biology V, Dublin, Ireland , 15-DEC-06 - 15-DEC-06.
Higham, LJ; Hiney, RM; Gilheany, DG; ; (2006) Chiral primary phosphines: Chemistry, stability and reactivity. [Oral Presentation], 231st ACS National Meeting, Spring 2006, Atlanta, USA , 26-MAR-06 - 30-MAR-06.
Hiney, RM; Higham, LJ; Gilheany, DG; ; (2006) Air-stable chiral primary phosphines. [Poster Presentation (Refereed)], 231st ACS National Meeting, Spring 2006, Atlanta, USA , 26-MAR-06 - 30-MAR-06.
Gilheany, D. G.; (2007) Taming a Functional Group: Air-Stable Primary Phosphines and P-Stereogenic Tertiary Phosphines. [Oral Presentation], 15th European Symposium on Organic Chemistry (ESOC), University College Dublin, Ireland , 08-JUL-07 - 13-JUL-07.
Gilheany, D. G.; (2007) A new sugars synthesis. [Oral Presentation], Gregynog Synthesis Workshop, Gregynog, Wales , 28-SEP-07 - 30-SEP-07.
Kennedy, L., Gilheany, D. G. ; (2007) Asymmetric oxidation of phosphines using the Appel reaction. [Poster Presentation], 15th European Symposium on Organic Chemistry (ESOC), UCD, Ireland , 08-JUL-07 - 13-JUL-07.
McGovern, P., Gilheany, D. G. ; (2007) Small library of rare sugars from catechol. [Poster Presentation], 15th European Symposium on Organic Chemistry (ESOC), UCD, Ireland , 08-JUL-07 - 13-JUL-07.
Rafter, E., Gilheany, D. G.; (2007) Novel routes to P-stereogenic BINAP. [Poster Presentation], 15th European Symposium on Organic Chemistry (ESOC), UCD, Ireland , 08-JUL-07 - 13-JUL-07.
Ward, E., Gilheany, D. G.; (2007) Designing catalysts for the asymmetric epoxidation of alkenes. [Poster Presentation], 15th European Symposium on Organic Chemistry (ESOC), UCD, Ireland , 08-JUL-07 - 13-JUL-07.
Cumming, G., Gilheany, D. G.; (2007) Asymmetric hydrogenation using P-chiral DiPAMP analogues. [Poster Presentation], 15th European Symposium on Organic Chemistry (ESOC), UCD, Ireland , 08-JUL-07 - 13-JUL-07.
Molloy, Adam D. and Gilheany, Declan G.; (2010) Novel synthesis and reactivity of P-P bond containing compounds was presented, as well as, novel routes to difficult to obtain phosphorus compounds. [Poster Presentation], 18th International Conference on Phosphorus Chemistry, Wroclow, Poland , 12-JUL-10 - 17-JUN-11.
Molloy; Adam D. and Gilheany, Declan G.; (2010) Novel reactivity of cyclic phosphorus oligomers was presented, as well as, novel routes to difficult to obtain phosphorus compounds. [Oral Presentation], 239th American Chemical Society National Meeting, San Francisco, CA, United States , 22-MAR-10 - 25-MAR-10.
Molloy, Adam D. and Gilheany, Declan G.; (2010) Novel synthesis and reactivity of secondary magnesium phosphide intermediates was presented, as well as, new routes to difficult to synthesis phosphorus compounds. [Poster Presentation], 1st Sino-Ireland Bilateral Symposium on Frontiers in Synthetic Chemistry, University College Dublin, Dublin, Ireland , 28-JUL-10 - 28-JUN-11.
Molloy, Adam D.; Gilheany, Declan G.:; (2011) Discovery and application of novel reaction mechanisms were presented for the preparation of difficult to obtain phosphorus compounds. [Chaired Session], European Workshop on Phosphorus Chemistry 8, Muenster, Germany , 29-MAR-11 - 01-APR-11.

Committees

Committee : Enterprise Ireland Industry Research and Commercialisation Committee
Committee : UCD School of Chemistry and Chemical Biology Postgraduate Committee
Committee : UCD Science Centre Redevelopment Committee
Committee : UCD School of Chemistry and Chemical Biology School Management Committee

Employment

Employer: Queens University Belfast
Position: Temporary Lecturer
Employer: St. Patrick`s College Maynooth
Position: College Lecturer
Employer: Massachusetts Institute of Technology
Position: Fulbright Scholar / Sharpless Lab
Employer: University College Dublin
Position: Lecturer

Education

Year 1983 Institution: Queen's University of Belfast, UK
Qualification: PhD Subject:
Year 1978 Institution: Queen's University of Belfast, UK
Qualification: BSc Subject:
   

Outreach Activities

School visits
   

Publications

 

Book Chapters

Rachel M. Hiney, Arne Ficks, Helge Müller-Bunz, Declan G. Gilheany and Lee J. Higham; (2011) 'Air-stable chiral primary phosphines part (i) synthesis, stability and applications' In: Ian J S Fairlamb, Jason M Lynam (eds). Organometallic Chemistry Volume 37. Cambridge: Royal Society of Chemistry. , pp.27-45 Available Online [DOI] [Details]
E.J. Coyne and D.G. Gilheany; (1995) 'Preparation of Phosphorus, Arsenic, Antimony and Bismuth Ylides, Chapter 3.13' In: A.R Katristsky, O.Meth-Cohn and C.W. Rees (eds). Comprehensive Organic Functional Group Transformations. Oxford: Pergamon. , pp.491-500 [Details]
D.G. Gilheany; (1993) 'Structure and Bonding in Phosphonium Salts, Ylides and Phosphoranes, Chapter 1' In: F.R. Hartley (eds). Chemistry of Organophosphorus Compounds Volume 3. Chichester: Wiley. , pp.1-44 [Details]
D.G. Gilheany; (1992) 'Structure and Bonding in Tertiary Phosphine Chalcogenides. Chapter 1' In: F.R. Hartley (eds). Chemistry of Organohosphorus Compounds Volume 2. Chichester: Wiley. , pp.1-52 [Details]
D.G. Gilheany; (1990) 'Structure and Bonding in Organophosphorus (III) Compunds. Chapter 2' In: F.R. Hartley (eds). Chemistry of Organophosphorus Compounds Volume 1. Chichester: Wiley. , pp.9-49 [Details]
D.G. Gilheany and C.M. Mitchell; (1990) 'Preparation of Phosphines, Chapter 7' In: F.R. Hartley (eds). Chemistry of Organophosporus Compounds Volume 1. Chichester: Wiley. , pp.151-190 [Details]
 

Peer Reviewed Journals

Jennings, Elizabeth V. Nikitin, Kirill Ortin, Yannick Gilheany, Declan G (2014) 'Degenerate Nucleophilic Substitution in Phosphonium Salts'. Journal of the American Chemical Society, 136 (46):16217-16226. [DOI] [Details]
E. Rafter, J. Muldoon, H. Müller-Bunz and D. G. Gilheany, (2011) 'Synthesis of P-stereogenic BINAP bisSulfide Analogues'. Tetrahedron Asymmetry, 22 (16):1680-1686. [DOI] [Details]
Al Sulaimi S. S. and Rajendran, K. V. and Gilheany, D. G. (2015) 'Lithium Borohydride for Achiral and Stereospecific Reductive Boronation at Phosphorus: Lack of Electronic Effects on Stereoselective Formation of Alkoxyphosphonium Salts'. European Journal of Organic Chemistry, 2015 (27):5959-5965. [DOI] [Details]
N. P. Kenny, K. V. Rajendran and D. G. Gilheany (2015) 'Chemoselective Reduction of the Phosphoryl Bond of O-Alkyl Phosphinates and related Compounds: An Apparently Impossible Transformation'. Chemical Communications, 51 (92):16561-16564. [DOI] [Details]
Processes. K. V. Rajendran, K. Nikitin and D. G. Gilheany (2015) 'Hammond Postulate Mirroring Enables Enantiomeric Enrichment of Phosphorus Compounds via Two Thermodynamically Interconnected Sequential Stereoselective Processes'. Journal of the American Chemical Society, 137 (29):9375-9381. [DOI] [Details]
K. V. Rajendran, L. Kennedy, C. T. O¿ Connor, E. Bergin and D. G. Gilheany (2013) 'Systematic survey of positive chlorine sources in the asymmetric Appel reaction: oxalyl chloride as a new phosphine activator'. Tetrahedron Letters, 54 :7009-7012. [Details]
K. Nikitin, K. V. Rajendran, H. Müller-Bunz and D. G. Gilheany (2014) 'Turning Regioselectivity into Stereoselectivity: Efficient Dual Resolution of P-Stereogenic Phosphine Oxides via Bifurcation in the Reactivity of a Common Intermediate'. Angewandte Chemie International Edition, 53 :1906-1909. [Details]
P. A. Byrne, J. Muldoon, Y. Ortin, H. Müller-Bunz and D. G. Gilheany (2014) 'Investigations on the Operation of Stereochemical Drift in the Wittig Reaction by NMR & VTNMR Spectroscopy of Oxaphosphetane Intermediates & their Quench Products'. European Journal of Organic Chemistry, :86-98. [Details]
P.A. Byrne, and Y Ortin, and D.G. Gilheany (2015) 'First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane'. Chemical Communications, 51 (6):1147-1150. [DOI] [Details]
Kirill Nikitin, Helge Mueller-Bunz, Declan G. Gilheany (2013) 'Direct evidence of a multicentre halogen bond: unexpected contraction of the P-​XXX-​P fragment in triphenylphosphine dihalides'. Chemical Communications, 49 (14):1434-1436. [DOI] Link to full text [Details]
Niall P. Kenny, Dr. Kamalraj V. Rajendran, Elizabeth V. Jennings, Prof. Declan G. Gilheany* (2013) 'Cleavage of P=O in the Presence of P¿N: Aminophosphine Oxide Reduction with In Situ Boronation of the PIII Product'. CHEMISTRY: A European Journal, 19 (42):14210-14214. [DOI] Link to full text [Details]
Damien J. Carr, Jaya Satyanarayana Kudavalli, Katherine S. Dunne, Helge Müller-Bunz and Declan G. Gilheany (2013) 'Synthesis of 2,3-Dihydro-1-phenylbenzo[b]phosphole (1-Phenylphosphindane) and Its Use as a Mechanistic Test in the Asymmetric Appel Reaction: Decisive Evidence against Involvement of Pseudorotation in the Stereoselecting Step'. Journal of Organic Chemistry, 78 (20):10500-10505. [DOI] Link to full text [Details]
Peter A. Byrne, Lee J. Higham, Padraic McGovern, Declan G. Gilheany (2012) 'Anomalous Z-isomer content in Wittig reaction products from keto-stabilised ylides with ortho-heteroatom substituted benzaldehydes'. Tetrahedron Letters, 53 (49):6701-6704. Link to full text [Details]
Arne Ficks, Rachel M. Hiney, Ross W. Harrington, Declan G. Gilheany, Lee J. Higham, (2012) 'MOP-phosphonites: A novel ligand class for asymmetric catalysis'. Dalton Transactions, 41 :3515. [DOI] [Details]
Kamalraj V. Rajendran, Declan G. Gilheany (2012) 'Identification of a key intermediate in the asymmetric Appel process: one pot stereoselective synthesis of P-stereogenic phosphines and phosphine boranes from racemic phosphine oxides'. Chemical Communications, 48 :10040-10042. [DOI] Link to full text [Details]
Peter A. Byrne, Declan G. Gilheany (2013) 'The modern interpretation of the Wittig reaction mechanism'. Chemical Society Reviews, 42 :6670. [DOI] Link to full text [Details]
Kamalraj V. Rajendran and Declan G. Gilheany (2012) 'Simple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride'. Chemical Communications, 48 :817-819. Link to full text [Details]
Kamalraj V. Rajendran, Damien J. Carr, Declan G. Gilheany (2011) 'An easy and short preparation of pentachloroacetone by selective dechlorination of hexachloroacetone under Appel conditions'. Tetrahedron Letters, 52 (52):7113-7115. Link to full text [Details]
Eoin F. Clarke, Eoin Rafter, Helge Müller-Bunz, Lee J. Higham, Declan G. Gilheany (2011) 'The synthesis of P-stereogenic MOP analogues and their use in rhodium catalysed asymmetric addition'. Journal of Organometallic Chemistry, 696 (23):3608-3615. [Details]
Peter A. Byrne and Declan G. Gilheany (2012) 'Unequivocal Experimental Evidence for a Unified Lithium Salt-Free Wittig Reaction Mechanism for All Phosphonium Ylide Types: Reactions with β-Heteroatom-Substituted Aldehydes Are Consistently Selective for cis-Oxaphosphetane-Derived Products'. Journal of the American Chemical Society, 134 (22):9225-9239. Link to full text [Details]
Kamalraj V. Rajendran, Jaya S. Kudavalli, Katherine S. Dunne, Declan G. Gilheany (2012) 'A U-Turn in the Asymmetric Appel Reaction: Stereospecific Reduction of Diastereomerically Enriched Alkoxyphosphonium Salts Allows the Asymmetric Synthesis of P-Stereogenic Phosphanes and Phosphane Boranes'. European Journal of Organic Chemistry, 2012 (14):2720-2723. Link to full text [Details]
Peter A. Byrne , Kamalraj V. Rajendran , Jimmy Muldoon and Declan G. Gilheany (2012) 'A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions'. Organic and Biomolecular Chemistry, 10 (17):3531-3537. Link to full text [Details]
Milosevic, Sandra; Banide, Emilie V.; Muller-Bunz, Helge; Gilheany, Declan G.; McGlinchey, Michael J. ; (2011) 'κ1- and κ2-Complexes of Fluorenylidene-Allenyl Phosphines and Phosphine Oxides with Palladium Chloride and Iron Carbonyl: Displacement of Trimethylsilyl by Diphenylphosphino via a Stabilized Carbanion'. Organometallics, 30 (14):3804-3817. Available Online [DOI] [Details]
Rajendran, Kamalraj V.; Kennedy, Lorna; Gilheany, Declan G.; (2010) 'P-Stereogenic Phosphorus Compounds: Effect of Aryl Substituents on the Oxidation of Arylmethylphenylphosphanes under Asymmetric Appel Conditions'. European Journal of Organic Chemistry, (29):5642-5649. Available Online [DOI] [Details]
Rafter, E,Gilheany, DG,Reek, JNH,van Leeuwen, PWNM; (2010) 'Rhodium-Catalyzed Hydroformylation Using Hindered Phosphine Ligands: An In Situ Study'. Chemcatchem, 2 (4):387-391. Available Online [DOI] [Details]
King, G,Bergin, E,Muller-Bunz, H,Gilheany, DG; (2007) '(R,R)-Ethylenebis[(2-methylphenyl)-phenylphosphine oxide] ('o-Tolyl DiPAMPO')'. Acta Crystallogr E, 63 :3278-4097. [DOI] [Details]
Lee J. Higham, Jimmy Muldoon, P. Gabriel Kelly, David M. Corr, Helge Mueller-Bunz and Declan G. Gilheany; (2007) 'A Re-Evaluation of the Electrophilic Substitution Reactions of the Ramirez Ylide'. Journal of Organic Chemistry, 72 (23):8780-8785. Available Online [DOI] [Details]
Bergin,E, O'Connor,CT, Robinson,SB, McGarrigle,EM, O'Mahony,CP, Gilheany,DG; (2007) 'Synthesis of P-stereogenic phosphorus compounds. Asymmetric oxidation of phosphines under Appel conditions'. Journal of the American Chemical Society, 129 (31):9566-9567. Available Online [DOI] [Details]
Hiney, RM; Higham, LJ; Muller-Bunz, H; Gilheany, DG; ; (2006) 'Taming a functional group: Creating air-stable, chiral primary phosphanes'. Angewandte Chemie International Edition, 45 (43):7248-7251. [Details]
McGarrigle, EM; Gilheany, DG; ; (2005) 'Chromium- and manganese-salen promoted epoxidation of alkenes'. Chemical Reviews, 105 (5):1563-1602. [Details]
Clarke, EF,McGarrigle, EM,Gilheany, DG; (2005) 'Cr-Salen mediated asymmetric epoxidation of alkenes: rational complex design and substrate scope of catalyst'. Arkivoc, -1 (NA):30-38. [Details]
Higham, LJ; Clarke, EF; Muller-Bunz, H; Gilheany, DG; ; (2005) 'P-Chirogenic AnisylphenylMOP Phosphines. The Crystal Structures of the oxides, reduction studies and alternate synthesis'. Journal of Organometallic Chemistry, 690 (1):211-219. [Details]
Kerrigan, NJ, Muller-Bunz, H, Gilheany, DG, ; (2005) 'Salen ligands derived from trans-1,2-dimethyl-1,2-cyclohexanediamine: preparation and application in oxo-chromium salen mediated asymmetric epoxidation of alkenes'. Journal of Molecular Catalysis A-Chemical, 227 (1-2):163-172. [DOI] [Details]
Renehan, MF; Schanz, HJ; McGarrigle, EM; Dalton, CT; Daly, AM; Gilheany, DG; ; (2005) 'Unsymmetrical chiral salen Schiff base ligands - Synthesis and use in metal-based asymmetric epoxidation reactions'. Journal of Molecular Catalysis A: Chemical, 231 (1-2):205-220. [Details]
Higham, LJ,Kelly, PG,Corr, DM,Muller-Bunz, H,Walker, BJ,Gilheany, DG; (2004) 'A novel azulene synthesis from the Ramirez ylide involving two different modes of its reaction with activated alkynes'. Chemical Communications, -1 (6):684-685. [DOI] [Details]
Byrne, LA; Furlong, PJ; Gilheany, DG; ; (2004) 'Easy access to medium rings by entropy/strain reduction. Part 5. A simple and mild route to cyclohepta-1,3-dienes'. Synthetic Communications, 34 (9):1631-1643. [Details]
McGarrigle, EM; Murphy, DM; Gilheany, DG; ; (2004) 'Ligand tuning in the chromium-salen-mediated asymmetric epoxidation of alkenes'. Tetrahedron Asymmetry, 15 (8):1343-1354. [Details]
Byrne, LA,Gilheany, DG; (2004) 'Simple syntheses of seven-membered rings via an entropy/strain reduction strategy'. Synlett, -1 (6):933-943. [DOI] [Details]
Higham, LJ; Kelly, PG; Muller-Bunz, H; Gilheany, DG; ; (2004) '{(E)- and (Z)-2-[alpha,beta-bis(methoxycarbonyl)vinyl]cyclopentadien-1-ylidene}triphenylphosphorane'. Acta Crystallographica Section C-Crystal Structure, 60 (NA):308-311. [Details]
Schanz, HJ; Linseis, MA; Gilheany, DG; ; (2003) 'Improved resolution methods for (R,R)- and (S,S)-cyclohexane-1,2-diamine and (R)- and (S)-BINOL'. Tetrahedron Asymmetry, 14 (18):2763-2769. [Details]
Kerrigan, NJ; Dunne, EC; Cunningham, D; McArdle, P; Gilligan, K; Gilheany, DG; ; (2003) 'Studies in the preparation of novel P-chirogenic binaphthyl monophosphanes (MOPs)'. Tetrahedron Letters, 44 (46):8461-8465. [Details]
Daly, AM; Gilheany, DG; ; (2003) 'The synthesis and use in asymmetric epoxidation of metal salen complexes derived from enantiopure trans-cyclopentane- and cyclobutane-1,2-diamine'. Tetrahedron Asymmetry, 14 (1):127-137. [Details]
Dalton, CT,Ryan, KM,Langan, IJ,Coyne, EJ,Gilheany, DG; (2002) 'Asymmetric alkene epoxidation with chromium oxo salen complexes - Effect of pi-rich and other types of additives'. Journal of Molecular Catalysis A: Chemical, 187 :179-187. [DOI] [Details]
Kerrigan, NJ; Langan, IJ; Dalton, CT; Daly, AM; Bousquet, C; Gilheany, DG; ; (2002) 'Asymmetric alkene epoxidation with chromium oxo salen complexes. Effect of added phosphoryl ligands'. Tetrahedron Letters, 43 (11):2107-2110. [Details]
Brandt, P,Norrby, PO,Daly, AM,Gilheany, DG; (2002) 'Chromium - Salen-mediated alkene epoxidation: A theoretical and experimental study indicates the importance of spin-surface crossing and the presence of a discrete intermediate'. Chemistry - A European Journal, 8 :4299-4307. [Details]
Dunne, EC; Coyne, EJ; Crowley, PB; Gilheany, DG; ; (2002) 'Co-operative ortho-effects on the Wittig reaction. Interpretation of stereoselectivity in the reaction of ortho-halo-substituted benzaldehydes and benzylidenetriphenylphosphoranes'. Tetrahedron Letters, 43 (13):2449-2453. [Details]
J.G. Walsh and D.G. Gilheany; (2002) 'Easy access to medium rings by entropy/strain reduction. Part 3. Competition between dihydroazepine and enamine formation in reaction of tetrahalosubstituted dibromides with primary amines'. Journal of Heterocyclic Chemistry, 39 :1273-1278. [Details]
Kelly, BG; Gilheany, DG; ; (2002) 'Effect of InCl3 on the addition of Grignard reagents to alpha,beta-unsaturated carbonyl compounds'. Tetrahedron Letters, 43 (5):887-890. [Details]
O'Mahony, CP; McGarrigle, EM; Renehan, MF; Ryan, KM; Kerrigan, NJ; Bousquet, C; Gilheany, DG; ; (2001) 'Asymmetric alkene epoxidation with chromium oxo salen complexes. A systematic study of salen ligand substituents'. Organic Letters, 3 (22):3435-3438. [Details]
Daly, AM,Renehan, MF,Gilheany, DG; (2001) 'High enantioselectivities in an (E)-alkene epoxidation by catalytically active chromium salen complexes. Insight into the catalytic cycle'. Organic Letters, 3 :663-666. [DOI] [Details]
J.G. Walsh and D.G. Gilheany; (2000) 'Easy access to medium rings by entropy/strain reduction, Part 4. A Simple and Mild Route to Some Substituted 2,7-Dihydro-1H-Oxepins, Thiepins and a Phosphepin'. Heterocycles, 53 :897-904. [Details]
Ryan, KM; Bousquet, C; Gilheany, DG; ; (1999) 'Chromium salen catalysed asymmetric alkene epoxidation. Influence of substituents at the 3,3 '-positions on the salen rings'. Tetrahedron Letters, 40 (18):3613-3616. [Details]
Walsh, JG,Furlong, PJ,Gilheany, DG; (1999) 'Easy access to medium rings by entropy/strain reduction. Part 2. The ready availability of cis,cis-2,4-diene-1,6-diols and derived dibromides allows a simple and mild route to substituted 2,7-dihydro-1H-azepines'. Journal of the Chemical Society, Perkin Transactions 1, -1 (24):3657-3665. [Details]
Walsh, JG; Furlong, PJ; Byrne, LA; Gilheany, DG; ; (1999) 'Studies in the oxidative ring-opening of catechols and o-benzoquinones. Lead tetraacetate versus the copper(I) chloride/pyridine/methanol system'. Tetrahedron, 55 (38):11519-11536. [Details]
Daly, AM; Dalton, CT; Renehan, MF; Gilheany, DG; ; (1999) 'Unsymmetrical salen ligands: Synthesis and use in chromium mediated asymmetric epoxidation'. Tetrahedron Letters, 40 (18):3617-3620. [Details]
Dalton, CT; Ryan, KM; Wall, VM; Bousquet, C; Gilheany, DG; ; (1998) 'Recent progress towards the understanding of metal-salen catalysed asymmetric alkene epoxidation'. Topics in Catalysis, 5 (1-4):75-91. [Details]
BOUSQUET, C; GILHEANY, DG; ; (1995) 'Chromium Catalysed Asymmetric Alkene Epoxidation. Greater Selectivity for an E-alkene versus its Z-isomer'. Tetrahedron Letters, 36 (42):7739-7742. [Details]
J.G. Walsh, P.J Furlong and D.G. Gilheany; (1994) 'Efficient Synthesis of Unsaturated Seven-Membered Rings by an Entropy/Strain Reduction Strategy: 2,7-Dihydro-1H-azepines, -oxepins, -thiepins, -1H-phosphepin and 1,3-Cycloheptadienes'. Chemical Communications, (67). [Details]
D.G. Gilheany; (1994) 'No d orbitals but Walsh diagrams and maybe Banana Bonds: Chemical Bonding in Phosphines, Phosphine Oxides and Phosphonium Ylides'. Chemical Reviews, 94 :1339-1374. [Details]
D.G. Gilheany, P.G. Kelly, C.A. Mitchell, B.J. Walker, J.F. Malone, J. Blaney and R. Wilson; (1993) 'The Rich Chemistry of Fulvalene Ylides. A Dichotomy in Phosphonium Salt/Ylide Hydrolysis and the Development of a New Synthesis of Azulenes'. Phosphorus, Sulphur and Silicon, 75 :11-14. [Details]
B.H. McKee, D.G. Gilheany and K.B. Sharpless; (1991) 'R,R-1,2-Diphenyl-1,2-ethanediol (Stilbene Diol)'. Organic Synthesis, 70 :47. [Details]
T. Shibata, D.G. Gilheany, B.K. Blackburn and K.B. Sharpless; (1990) 'Ligand Based Improvement of Enantioselectivity in the Catalytic Asymmetric Dihydroxylation of Dialkyl Substituted Olefins'. Tetrahedron Letters, 27 :3817. [Details]
J.G. Hamiltion, O.N.D. Mackey, J.J. Rooney and D.G. Gilheany; (1990) 'Ring-Opening Metathesis Polymerisation of Norbornene by OsO4: Evidence for Transient Oxametallacyclobutane'. Chemical Communications, :1600. [Details]
D.G Gilheany, N.T. Thompson and B.J. Walker; (1987) 'Cycloheptatrienyl-Phosphorus Derivatives. An Unusual Phosphonium Salt Hydrolysis'. Tetrahedron Letters, 30 :3843. [Details]
D.G. Gilheany, C.M Mitchell, R.E. Monahan and B.J. Walker; (1987) 'An Unusual Ketone Promoted Hydration Reaction in the Conversion of a Phosphole to a 2-Phospholene Oxide'. Phosphorus and Sulphur, 30 :770. [Details]
D.G. Gilheany, D.A. Kennedy, J.F. Malone and B.J. Walker; (1985) 'A Novel Bicyclic Phosphonium Ylide from the Reaction of a 1,2 -Dihydrophosphorin with Dimethyl Acetylenedicarboxylate'. Tetrahedron Letters, 26 :513. [Details]
D.G. Gilheany, D.A. Kenney, J.F. Malone and B.J. Walker; (1984) 'Fulvalene Ylides. A Stevens Rearrangement of 1-Fluoren- 9-ylidene-1,2,5-triphenyl-5-phosphole'. Chemical Communications, :1217. [Details]
D.G Gilheany and B.J. Walker; (1983) 'Ylide Analogues of Fulvalenes'. Phosphorus and Sulphur, 18 :183. [Details]

Other Journals

Gilheany, DG; (2008) 'Control and Exploitation of Phosphine Oxidation: The Taming of a Chemical Enfant Terrible' Irish Chemical News . [Details]

Conference Publications

Bousquet, C and Gilheany, DG; (1996) Chromium catalysed asymmetric epoxidation. Greater selectivity for an E-alkene versus its Z-isomer 211th National Meeting of the American Chemical Society, New Orleans, LA [Details]
Coyne, EJ; Gilheany, DG and Wall, VM; (1996) Comparison of chromium and manganese catalysed asymmetric epoxidation of substituted stilbenes 211th National Meeting of the American Chemical Society, New Orleans, LA [Details]
Gilheany, DG, Bousquet, C, Ryan, KM, Dalton, CT, Wall, VM, ; (1996) Chromium catalysed asymmetric epoxidation 211th National Meeting of the American Chemical Society, New Orleans, LA , pp.165 [Details]
Dalton, CT and Gilheany, DG; (1996) Catalytic asymmetric epoxidation of unfunctionalised olefins 211th National Meeting of the American Chemical Society, New Orleans, LA [Details]
Ryan, KM and Gilheany, DG; (1996) Catalytic asymmetric epoxidation of alkenes 211th National Meeting of the American Chemical Society, New Orleans, LA [Details]
Gilheany, DG; Renehan, MF; Kelly, BG; O'Mahony, CP; Kerrigan, NJ and Daly, AM; (1998) Chromium Catalysed Asymmetric Epoxidation 11th International Conference on Homogeneous Catalysis, St. Andrews, Scotland [Details]
Daly, AM; Gilheany, DG and Norrby, P-O; (1998) On the Mechanism of Oxygen Transfer and Enantioselction in the Epoxidation of Alkenes Using Chrial Chromium Salen Complexes 11th International Conference on Homogeneous Catalysis, St. Andrews, Scotland [Details]
Renehan, MF and Gilheany, DG; (2000) Asymmetric Epoxidation of Alkenes by Chromium Oxo-Salen Complexes 12th International Conference on Homogeneous Catalysis, Stockholm, Sweden [Details]
Gilheany, DG, Kelly, BG, ; (2000) Stories in indium-directed carbon-carbon bond formation 219th National Meeting of the American Chemical Society, San Francisco, CA , pp.197-197 [Details]
Gilheany, DG, Robinson, SB, O'Mahony, CP, Dunne, EC, Wall, VM, ; (2000) Enantiopure trans-epoxides for the asymmetric oxidation of phosphane to scalemic phosphane oxide 219th National Meeting of the American Chemical Society, San Francisco, CA , pp.214-215 [Details]
Gilheany, DG, Daly, AM, Dalton, CT, Renehan, MF, ; (2000) Unsymmetrical salen ligands: Synthesis and use in chromium-mediated asymmetric epoxidation.Asymmetric epoxidation of alkenes using chromium oxo-salen complexes: A synthetic and mechanistic study 219th National Meeting of the American Chemical Society, San Francisco, CA , pp.133-133 [Details]
Gilheany, DG, Kerrigan, NJ, Dalton, CT, Langan, IJ, ; (2000) Ligand effects on chromium-catalyzed asymmetric alkene epoxidation 219th National Meeting of the American Chemical Society, San Francisco, CA , pp.220-220 [Details]
McGarrigle, EM; Kerrigan, NJ; O'Mahony, CP; Murphy, DM and Gilheany, DG; (2000) Electronic Tuning in the Asymmetric Epoxidation of Alkenes by Chromium-Oxo-Salen Complexes 12th International Conference on Homogeneous Catalysis, Stockholm, Sweden [Details]
Gilheany, DG, Daly, AM, Norrby, PO, Renehan, MF, ; (2000) Asymmetric epoxidation of alkenes using chromium oxo-salen complexes: A synthetic and mechanistic study 219th National Meeting of the American Chemical Society, San Francisco, CA , pp.134-134 [Details]
Gilheany, DG, Daly, AM, ; (2001) Origin of enantioselectivity in chromium and manganese salen catalysed epoxidations 221st National Meeting of the American Chemical Society, San Diego, CA , pp.203-203 [Details]
Gilheany, DG, Dunne, EC, Coyne, EJ, ; (2001) Co-operative orthoeffects in the Wittig reaction: Stereoselectivity in the reaction of halo-substituted benzaldehydes and benzylidenetriphenylphosphoranes 222nd National Meeting of the American Chemical Society, Chicago, IL , pp.95-95 [Details]
Gilheany, DG, Byrne, LA, Furlong, PJ, Walsh, JG, ; (2001) Easy access to medium rings by entropy/strain reduction: A simple and mild route to some cyclohepta-1,3-dienes and tetrahalo-2,7-dihydro-1H-azepines 222nd National Meeting of the American Chemical Society, Chicago, IL , pp.97-97 [Details]
Gilheany, DG, O'Mahony, CP, Renehan, MF, McGarrigle, EM, ; (2001) Chromium salen catalyzed asymmetric alkene epoxidation: Effect of salen ring substituents 222nd National Meeting of the American Chemical Society, Chicago, IL , pp.106-106 [Details]
Gilheany, D, Vogler, M, ; (2005) Designing catalysts for the asymmetric epoxidation of alkenes 229th National Meeting of the American Chemical Society, San Diego, CA , pp.375-375 [Details]
Higham L.J and Gilheany D.G; (2005) P-Chirogenic MOP Phosphines: Crystal Structures of Oxides, Reduction Studies and Alternate Syntheses 229th National Meeting of the American Chemical Society, San Diego, CA [Details]
Clarke, EF; Higham,LJ and Gilheany, DG; (2005) P-Chirogenic Ligand Synthesis and Catalysis 229th National Meeting of the American Chemical Society, San Diego, CA [Details]
Ariosa Alvarez,A; Mc Govern, P; Kennedy, L and Gilheany, DG; (2006) From Catechol to Sugar: A new synthetic application of asymmetric catalysis 231st National Meeting of the American Chemical Society, Atlanta, GA [Details]
Higham, LJ and Gilheany, DG; (2006) Chiral primary phosphines: Chemistry, stability and reactivity 231st National Meeting of the American Chemical Society, Atlanta, GA [Details]
Ward, E; Voegler, M; Clarke,EF; and Gilheany, DG; (2006) Catalyst design for asymmetric epoxidation of alkenes 231st National Meeting of the American Chemical Society, Atlanta, GA [Details]
Hiney, RM; Higham, LJ; Gilheany, DG; ; (2006) Air-stable chiral primary phosphines 231st National Meeting of the American Chemical Society, Atlanta, GA ACS Spring Meeting, Atlanta Georgia, [Details]
Molloy, Adam D.; Gilheany, Declan G.; (2010) Synthesis and reactivity of pro-P-stereogenic secondary magnesium phosphides: Novel synthesis and reactivity of 1,2-diphenyl-1,2-dialkyl-(P-P)-diphosphines 239th American Chemical Society National Meeting, San Francisco, CA, United States of America [Details]
                                                                                                                 

Research

Research Interests

I am interested in: catalytic asymmetric synthesis: metal-salen complexes for asymmetric oxidation; metal-phosphine complexes for asymmetric hydrogenation and hydroformylation; phosphine oxides and other additives in the Grignard reaction; construction of novel sugars by asymmetric oxidation; organophosphorus chemistry: a new route to P-stereogenic phosphines and oxides via asymmetric Appel conditions; stable primary phosphines; mechanisms of the Wittig reaction; reduction of phosphine oxides; construction of P-stereogenic units for ProTide drugs. Finally I have always retained an interest in theories of chemical bonding and valence.


Research Projects

Sponsor : Enterprise Ireland (EI)
Title : Development and application of asymmetric Grignard reaction for the manufacture of advanced pharmaceutical intermediates
Start Date / End Date : 01-MAR-14 / 28-FEB-15
Sponsor : Irish Research Council (IRC)
Title : An Organocatalytic approach to Chiral Phosphorus compounds
Start Date / End Date : 01-OCT-14 / 30-SEP-18
Sponsor : Science Foundation Ireland (SFI)
Title : Workhop on Sustainable Phosphorus
Start Date / End Date : 15-MAY-14 / 14-NOV-14
Sponsor : Enterprise Ireland (EI)
Title : Pentavalent Pentacoordinate Nitrogen (PENTNITROGEN)
Start Date / End Date : 02-MAR-15 / 01-DEC-15
Sponsor : Enterprise Ireland (EI)
Title : Development and application of asymmetric Grignard reaction for APIs Stage 2
Start Date / End Date : 01-MAR-15 / 29-FEB-16
Sponsor : Enterprise Ireland (EI)
Title : FP7 support for Health: ProTides Project
Start Date / End Date : 13-JUN-11 / 13-DEC-11
Sponsor : Enterprise Ireland (EI)
Title : FP7 Coordinator Support MC Actions - Chiral Phosphorus compounds and their uses
Start Date / End Date : 22-MAR-12 / 22-SEP-12
Sponsor : Enterprise Ireland (EI)
Title : Marie Curie Actions - Novel chiral chemical & biological catalysts
Start Date / End Date : 26-OCT-12 / 16-JAN-13
Sponsor : Irish Research Council (IRC)
Title : Organocatalysed Regioselective Glycosylations
Start Date / End Date : 01-OCT-13 / 30-SEP-17
Sponsor : Irish Research Council (IRC)
Title : Synthesis of P-stereogenic phosphorus compounds towards biologically active nucleotide prodrugs
Start Date / End Date : 01-OCT-13 / 30-SEP-17
Sponsor : Science Foundation Ireland (SFI)
Title : Synthesis and Solid State Pharmaceutical Centre (SSPC)
Start Date / End Date : 01-JUN-13 / 01-JUN-19
Sponsor : Irish Research Council for Science Engineering and Technology (IRCSET)
Title : General method for asymmetric C-C bond formation by P-stereogenic catalysed Grignard type reaction.
Start Date / End Date : 01-SEP-11 / 31-AUG-14
Sponsor : Science Foundation Ireland (SFI)
Title : Construction of P-sterogenic components of ProTide drug candidates
Start Date / End Date : 01-APR-10 / 31-MAR-15
Sponsor : Science Foundation Ireland (SFI)
Title : Investigation of the feasibility of enzymatic refining of the products of asymmetric oxidation of phosphoramidites for pro tide drug synthesis
Start Date / End Date : 01-NOV-09 / 31-DEC-10
Sponsor : Enterprise Ireland (EI)
Celtic Catalysts Teoranta
Title : Development of Useful New P-stereogenic catalysts
Start Date / End Date : 01-JAN-09 / 31-DEC-10
Sponsor : Science Foundation Ireland (SFI)
Title : P-Stereogenic Phosphorus Compounds as Components of Nucleoside Prodrugs
Start Date / End Date : 01-SEP-08 / 31-AUG-11
Sponsor : HEA/PRTLI Cycle 4 Grant
Title : Uptake of siRNA by intestinal Peyer's patch models
Start Date / End Date : 01-SEP-08 / 30-SEP-13
Sponsor : Irish Research Council for Science Engineering and Technology (IRCSET)
Title : Pentacoordinate Intermediaties
Start Date / End Date : 01-SEP-07 / 30-AUG-10
Sponsor : Science Foundation Ireland (SFI)
Title : Adam Molloy
Start Date / End Date : 01-JUN-07 / 31-AUG-07
Sponsor : Enterprise Ireland (EI)
Title : Development and application of CHIRAL CATALYSTS
Start Date / End Date : 01-MAY-06 / 30-SEP-08
Sponsor : Health Research Board (HRB)
Title : Libraries of Modified Sugars for Anticancer and Antimicrobial Studies
Start Date / End Date : 01-JAN-06 / 01-JAN-10
Sponsor : Science Foundation Ireland (SFI)
Title : A new route to P-Stereogenic phosphines to provide Ligands for Catalytic Asymmetric Grignard Reactions
Start Date / End Date : 01-SEP-06 / 31-AUG-09
Sponsor : Science Foundation Ireland (SFI)
Title : A new route to P-Sterogenic Phosphines
Start Date / End Date : 01-JUN-06 / 31-MAY-09
Sponsor : Irish Research Council for Science Engineering and Technology (IRCSET)
Title : C-Substituted sugars by Asymmetric oxidation
Start Date / End Date : 04-OCT-04 / 31-MAR-08
Sponsor : Celtic Catalysts Teoranta
Title : Synthesis of P-Chiral ligands for use in Asymetric Catalysis
Start Date / End Date : 01-MAY-04 / 30-APR-05
Sponsor : Enterprise Ireland (EI)
Title : P-Chirogenic Phosphine / Phosphite Hybrids as Hydroformylation catalysts
Start Date / End Date : 01-MAY-04 / 30-APR-05
Sponsor : Enterprise Ireland (EI)
Title : Development of P-Chiral Chemical Technology for Application in Agriculture
Start Date / End Date : 01-OCT-03 / 31-MAR-06
Sponsor : Higher Education Authority (HEA)
Title : Biocatalysts and Homogeneous Chiral Cataalysis in Oxidations: Applications towards Novel Sugars and New Chiral Catalysts
Start Date / End Date : 06-OCT-03 / 05-OCT-05
Sponsor : Higher Education Authority (HEA)
Title : C-Substituted Sugars via Asymmetric Oxidation
Start Date / End Date : 01-SEP-03 / 31-AUG-05
Sponsor : Irish Research Council for Science Engineering and Technology (IRCSET)
Title : Studies Towards the Discovery of Asymetric Grignard Reactions
Start Date / End Date : 01-OCT-02 / 30-SEP-05
Sponsor : Irish Research Council for Science Engineering and Technology (IRCSET)
Title : Candidate: Mr Enda Bergin
Start Date / End Date : 01-OCT-02 / 30-SEP-04
Sponsor : Enterprise Ireland (EI)
Title : CHIROCAT Chiral Catalysts by combinational chemistry
Start Date / End Date : 01-OCT-02 / 30-SEP-05
Sponsor : Enterprise Ireland (EI)
Title : Indium catalysed asymmetric carbon-carbon bond formation studied by combinatorial chemistry
Start Date / End Date : 01-OCT-01 / 30-SEP-04
Sponsor : Enterprise Ireland (EI)
Title : Useful new asymmetric catalysts - discovery and development with combinatorial chemistry technology
Start Date / End Date : 01-OCT-00 / 30-SEP-02
Sponsor : Pfizer Ltd., UK
Title : Asymmetric Catalysis
Start Date / End Date : 01-JUN-00 / 30-AUG-00
Sponsor : European Commission FP5
Title : COMBICAS - Application of Combinatorial Chemistry to Catalytic Asymetric Synthesis
Start Date / End Date : 24-FEB-00 / 23-FEB-04
Sponsor : Swords Laboratories
Title : Catalytic Asymmetric Synthesis
Start Date / End Date : 01-OCT-98 / 30-SEP-99
Sponsor : Schering-Plough (Avondale) Company
Title : New methods for catalytic asymmetric synthesis
Start Date / End Date : 01-OCT-98 / 30-SEP-00
Sponsor : Enterprise Ireland (EI)
Title : Chiral Salicylaldimine Complexes and Their Catalytic Activity
Start Date / End Date : 01-OCT-97 / 30-SEP-20
Sponsor : Hoecht Celanese
Title : Exploration of New Methods for Catalytic Asymmetric Synthesis
Start Date / End Date : 01-SEP-96 / 08-SEP-96
Sponsor : Enterprise Ireland (EI)
Title : Metal-Salen Catalysed Epoxidation
Start Date / End Date : 01-JUL-96 / 31-DEC-96
Sponsor : Enterprise Ireland (EI)
Title : Asymmetric Oxidation of Phosphines
Start Date / End Date : 01-OCT-96 / 30-SEP-99
Sponsor : Enterprise Ireland (EI)
Title : Development of a general version of the asymmetric heck reaction
Start Date / End Date : 01-OCT-96 / 30-SEP-99
Sponsor : Enterprise Ireland (EI)
Title : Chromium Catalysed Asymmetric Alkene Epoxidation
Start Date / End Date : 01-OCT-94 / 30-SEP-96
Sponsor : Enterprise Ireland (EI)
Title : New Methods For Catalytic Asymmetric Synthesis
Start Date / End Date : 01-OCT-93 / 30-SEP-95
Sponsor : European Commission DG XII
Title : Catalytic Asymmetric Alkene Epoxidation
Start Date / End Date : 01-JUN-93 / 31-MAY-95

Recent Postgraduates

Year of Graduation           Name
        1991                 Patrick G. Kelly 
        1992                 James G. Walsh
        1996                 Patrick J. Furlong 
        1996                 Ivan J. Langan
        1997                 Eamonn J. Coyne
        1997                 Kenneth M. Ryan
        1997                 David M. Corr 
        1998                 Cormac T. Dalton
        1998                 Valerie M. Wall 
        2000                 Adrian M. Daly
        2000                 Shane B. Robinson
        2000                 Nessan J. Kerrigan
        2001                 Colm P. O'Mahony
        2001                 Marie F. Renehan
        2002                 Eoin C. Dunne
        2003                 Louise A. Byrne
        2003                 Eoghan M. McGarrigle
        2004                 Kevin Phelan (deceased)
        2005                 Eoin F. Clarke
        2005                 Enda Bergin
        2005                 Cormac T. O'Connor
        2006                 Emer Ward
        2008                 Rachel Hiney
        2009                 Padraig McGovern
        2009                 Lorna Kennedy
        2009                 Eoin Rafter
        2011                 Peter A. Byrne
        2011                 Kamalraj V. Rajendran
        2015                 Niall Kenny
        2015                 Elizabeth Jennings
        2015                 Bartosz Bieszczad
        2015                 Damien Carr





                                    

Current Postgraduate Students

Malachi Gillick-Healy, Doctor of Philosophy (PhD)   -   Thesis Supervisor

Teaching

Teaching Philosophy

A great environment and a teacher who really wants you to benefit from their knowledge and experience.
 

Enhancement of Teaching

I have found that this is the most important way to stay up-to-date in your subject is by constant renewal. This also means that you become expert in depth in your subject. I have lectured all of the standard courses of Organic Chemistry, and several in Inorganic, Physical and Analytical Chemistry, mostly in UCD. In total, 29 different Undergraduate courses and 6 types of Graduate course (3 of these also given in multiple institutions). Overall, I have turned over my teaching fully 3 times at UCD. For most courses, I have undertaken very substantial efforts to enhance my teaching by reflecting and acting on feedback, teaching innovations and progression of curriculum change where necessary.

Review and Enhancement of Curriculum

I conceived and introduced Module CHEM 30110 (Instrumental Analysis) at UCD. This constituted the introduction of an entirely new area of teaching to Chemistry in UCD. I have used knowledge derived from my research for my contribution to CHEM 40140 (Catalytic Asymmetric Synthesis). In consultation with the College of Agriculture and Veterinary Medicine, I have constructed a completely new First Year Biomolecules Module for 1st Agriculture, CHEM 10010. Together with Dr. Andrew Rous and Dr. Geraldine O'Neill, we introduced the Demonstrator Training Module CHEM 40340.

Developing as a Teacher

Over the years I have progressed from chalk/talk to overheads to Powerpoint. I gradually switched to using no more than four primary colours and I always use the option "dissolve in" in the Appearance menu in Powerpoint, gives a less rushed changeover of the slides. Every year, I change at least one thing as a result of feedback. Mostly these are to do with the mechanics of the course: timing, etc. This year I changed the practical course in CHEM10010 as a result of feedback ¿ they wanted one of the practicals to run earlier and I obliged.

Innovation & Leadership

I have brought in six new courses, both lectures and practical over my time at UCD. I will continue to do so when I see the need for change.