UCD School of Chemistry & Chemical Biology

Scoil na Ceimice agus na Ceimbhitheolaíochta UCD

Professor Declan Gerard Gilheany BSc PhD

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.

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.

I am also the Chief Scientific Officer of Celtic Catalysts.

Research Projects

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 / 01-APR-14

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
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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.

[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. [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. [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. [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. [Details]

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Peer Reviewed Journals

Kamalraj V. Rajendran and Declan G. Gilheany (2011) 'Simple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride'. Chemical Communications, 48 :817-819. [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. [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. [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. [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. [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. [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. [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. [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. [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. [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 . [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 . [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, . [Details]
D.G Gilheany, N.T. Thompson and B.J. Walker; (1987) 'Cycloheptatrienyl-Phosphorus Derivatives. An Unusual Phosphonium Salt Hydrolysis'. Tetrahedron Letters, 30 . [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 . [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 . [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, . [Details]
D.G Gilheany and B.J. Walker; (1983) 'Ylide Analogues of Fulvalenes'. Phosphorus and Sulphur, 18 . [Details]
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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 [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]
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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

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

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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.

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