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    • Organophosphorus Chemistry
    • Wittig Reaction
    • Deoxygenation of Phosphoryl Compunds
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Peer-reviewed Journal Publications


First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane 
Peter A. Byrne,  Yannick Ortin, Declan G. Gilheany (2015) Chemical Communications, 51 (6), 1147-1150


Turning Regioselectivity into Stereoselectivity: Efficient Dual Resolution of P-Stereogenic Phosphine Oxides via Bifurcation in the Reactivity of a Common Intermediate
Kirill Nikitin, Kamalraj V. Rajendran, Helge Müller-Bunz, Declan G. Gilheany (2014) Angewandte Chemie International Edition, 53, 1906-1909


Degenerate Nucleophilic Substitution in Phosphonium Salts
Elizabeth V. Jennings, Kirill Nikitin, Yannick Ortin, Declan G. Gilheany (2014) Journal of the American Chemical Society, 136, 16217–16226


Investigations on the Operation of Stereochemical Drift in the Wittig Reaction by NMR & VTNMR Spectroscopy of Oxaphosphetane Intermediates & their Quench Products
Peter A. Byrne, Jimmy Muldoon, Yannick Ortin, Helge Müller-Bunz, Declan G. Gilheany (2014) European Journal of Organic Chemistry, 86-98


Systematic survey of
 positive chlorine sources in the asymmetric Appel reaction: oxalyl chloride as a new phosphine activator
Kamalraj V. Rajendran, Lorna Kennedy, Cormac T. O' Connor, Enda Bergin, Declan G. Gilheany (2013) Tetrahedron Letters, 54, 7009-7012


Cleavage of P=O in the Presence of P-N: Aminophosphine Oxide Reduction with In Situ Boronation of the P(III) Product
Niall P. Kenny, Kamalraj V. Rajendran, Elizabeth V. Jennings, Declan G. Gilheany (2013) Chemistry: A European Journal, 19 (42), 14210-14214. 


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
Damien J. Carr, Jaya S. Kudavalli, Katherine S. Dunne, Helge Müller-Bunz, Declan G. Gilheany (2013)  Journal of Organic Chemistry, 78 (20), 10500-10505. 


The modern interpretation of the Wittig reaction mechanism
Peter A. Byrne, Declan G. Gilheany (2013) Chemical Society Reviews, 42 


Direct evidence of a multicentre halogen bond: unexpected contraction of the P-​XXX-​P fragment in triphenylphosphine dihalides 
Kirill Nikitin, Helge Mueller-Bunz, Declan G. Gilheany (2012) Chemical Communications, 49 (14), 1434-1436


Anomalous Z-isomer content in Wittig reaction products from keto-stabilised ylides with ortho-heteroatom substituted benzaldehydes 
Peter A. Byrne, Lee J. Higham, Padraig McGovern, Declan G. Gilheany (2012) Tetrahedron Letters, 53 (49), 6701-6704


MOP-phosphonites: A novel ligand class for asymmetric catalysis 
Arne Ficks, Rachel M. Hiney, Ross W. Harrington, Declan G. Gilheany, Lee J. Higham, (2012) Dalton Transactions, 41 


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
Kamalraj V. Rajendran, Declan G. Gilheany (2012) Chemical Communications, 48, 10040-10042


Simple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride
Kamalraj V. Rajendran, Declan G. Gilheany (2012) Chemical Communications, 48, 817-819


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
Peter A. Byrne, Declan G. Gilheany (2012)  Journal of the American Chemical Society, 134 (22), 9225-9239


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
Kamalraj V. Rajendran, Jaya S. Kudavalli, Katherine S. Dunne, Declan G. Gilheany (2012) European Journal of Organic Chemistry, 2012 (14), 2720-2723


A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions
Peter A. Byrne , Kamalraj V. Rajendran , Jimmy Muldoon, Declan G. Gilheany (2012) Organic and Biomolecular Chemistry, 10 (17), 3531-3537


An easy and short preparation of pentachloroacetone by selective dechlorination of hexachloroacetone under Appel conditions
Kamalraj V. Rajendran, Damien J. Carr, Declan G. Gilheany (2011) Tetrahedron Letters, 52 (52), 7113-7115


The synthesis of P-stereogenic MOP analogues and their use in rhodium catalysed asymmetric addition 
Eoin F. Clarke, Eoin Rafter, Helge Müller-Bunz, Lee J. Higham, Declan G. Gilheany (2011) Journal of Organometallic Chemistry, 696 (23), 3608-3615


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 
Sandra Milosevic, Emilie V. Banide, Helge Muller-Bunz, Declan G. Gilheany, Michael J. McGlinchey (2011) Organometallics, 30 (14), 3804-3817. 


P-Stereogenic Phosphorus Compounds: Effect of Aryl Substituents on the Oxidation of Arylmethylphenylphosphanes under Asymmetric Appel Conditions
Kamalraj V. Rajendran, Lorna Kennedy, Declan G. Gilheany (2010) European Journal of Organic Chemistry, (29), 5642-5649


Rho
dium-Catalyzed Hydroformylation Using Hindered Phosphine Ligands: An In Situ Study
Eoin Rafter, Declan G. Gilheany, J. N. H. Reek, P. W. N. M. van Leeuwen (2010) Chemcatchem, 2 (4), 387-391


 (R,R)-Ethylenebis[(2-methylphenyl)-phenylphosphine oxide] ('o-Tolyl DiPAMPO')
Gary King, Enda Bergin, Helge Muller-Bunz,  Declan G. Gilheany (2007) Acta Crystallogr E, 63, 3278-4097


A Re-Evaluation of the Electrophilic Substitution Reactions of the Ramirez Ylide
Lee J. Higham, Jimmy Muldoon, P. Gabriel Kelly, David M. Corr, Helge Mueller-Bunz and Declan G. Gilheany (2007) Journal of Organic Chemistry, 72 (23), 8780-8785. 


Synthesis of P-stereogenic phosphorus compounds. Asymmetric oxidation of phosphines under Appel conditions
Enda Bergin, Cormac T. O'Connor, Shane B. Robinson, Eoghan M. Mc Garrigle, Colm P. O'Mahony, Declan G. Gilheany (2007) Journal of the American Chemical Society, 129 (31), 9566-9567 


Taming a functional group: Creating air-stable, chiral primary phosphanes
Rachel M. Hiney, Lee J. Higham, Helge Muller-Bunz, Declan G. Gilheany (2006)  Angewandte Chemie International Edition, 45 (43), 7248-7251


Chromium- and manganese-salen promoted epoxidation of alkenes
Eoghan M. McGarrigle, Declan G. Gilheany (2005) Chemical Reviews, 105 (5), 1563-1602


Cr-Salen mediated asymmetric epoxidation of alkenes: rational complex design and substrate scope of catalyst 
Eoin F. Clarke, Eoghan M. Mc Garrigle, Declan G. Gilheany (2005) Arkivoc, 1, 30-38


P-Chirogenic Anisylphenyl MOP Phosphines. The Crystal Structures of the oxides, reduction studies and alternate synthesis 

Lee J. Higham, Eoin F. Clarke, Helge Muller-Bunz, Declan G. Gilheany (2005) Journal of Organometallic Chemistry, 690 (1), 211-219


Salen ligands derived from trans-1,2-dimethyl-1,2-cyclohexanediamine: preparation and application in oxo-chromium salen mediated asymmetric epoxidation of alkenes
Nessan J. Kerrigan, Helge Muller-Bunz, Declan G. Gilheany (2005)  Journal of Molecular Catalysis A-Chemical, 227 (1-2), 163-172


Unsymmetrical chiral salen Schiff base ligands - Synthesis and use in metal-based asymmetric epoxidation reactions 
Marie F. Renehan, H. J. Schanz, Eoghan M. McGarrigle, Cormac T. Dalton, Adrian M.  Daly, Declan G. Gilheany (2005) Journal of Molecular Catalysis A-Chemical, 231 (1-2). 205-220


A novel azulene synthesis from the Ramirez ylide involving two different modes of its reaction with activated alkynes
Lee J. Higham, P. Gabriel Kelly, David M. Corr, Helge Muller-Bunz, Brian J. Walker, Declan G. Gilheany (2004) Chemical Communications, 1 (6), 684-685


Easy access to medium rings by entropy/strain reduction. Part 5. A simple and mild route to cyclohepta-1,3-dienes 
Louise A. Byrne, Patrick J. Furlong, Declan G. Gilheany (2004) Synthetic Communications, 34 (9), 1631-1643


Ligand tuning in the chromium-salen-mediated asymmetric epoxidation of alkenes 

Eoghan M. McGarrigle, D. M. Murphy, Declan G. Gilheany (2004) Tetrahedron: Asymmetry, 15 (8), 1343-1354


Simple syntheses of seven-membered rings via an entropy/strain reduction strategy
Louise A. Byrne, Declan G. Gilheany (2004)  Synlett, 1 (6), 933-943

{(E)- and (Z)-2-[alpha,beta-bis(methoxycarbonyl)vinyl]cyclopentadien-1-ylidene}triphenylphosphorane
Lee J. Higham, Patrick G. Kelly, Helge Muller-Bunz, Declan G. Gilheany (2004)  Acta Crystallographica Section C-Crystal Structure, 60, 308-311


Improved resolution methods for (R,R)- and (S,S)-cyclohexane-1,2-diamine and (R)- and (S)-BINOL
Hans-Jorg Schanz, Michael A. Linseis, Declan G. Gilheany (2003) Tetrahedron: Asymmetry, 14 (18), 2763-2769


Studies in the preparation of novel P-chirogenic binaphthyl monophosphanes (MOPs) 
Nessan J. Kerrigan, Eoin C.  Dunne, Desmond Cunningham, Patrick McArdle, Karen Gilligan, Declan G. Gilheany (2003) Tetrahedron Letters, 44 (46), 8461-8465


The synthesis and use in asymmetric epoxidation of metal salen complexes derived from enantiopure trans-cyclopentane- and cyclobutane-1,2-diamine
Adrian M. Daly, Declan G. Gilheany (2003) Tetrahedron: Asymmetry, 14 (1), 127-137


Asymmetric alkene epoxidation with chromium oxo salen complexes - Effect of pi-rich and other types of additives
Cormac T. Dalton, Kenneth M. Ryan, Ivan J. Langan, Eamonn J. Coyne, Declan G. Gilheany, (2002) Journal of Molecular Catalysis A-Chemical, 187, 179-187


Asymmetric alkene epoxidation with chromium oxo salen complexes. Effect of added phosphoryl ligands
Nessan J. Kerrigan, Ivan J. Langan, Cormac T. Dalton, Adrian M. Daly, Claudine Bousquet, Declan G. Gilheany (2002) Tetrahedron Letters, 43 (11), 2107-2110


Chromium - Salen-mediated alkene epoxidation: A theoretical and experimental study indicates the importance of spin-surface crossing and the presence of a discrete intermediate
Peter Brandt, Per-Ola Norrby, Adrian M, Daly, Declan G. Gilheany, (2002) Chemistry - A European Journal, 8, 4299-4307


Co-operative ortho-effects on the Wittig reaction. Interpretation of stereoselectivity in the reaction of ortho-halo-substituted benzaldehydes and benzylidenetriphenylphosphoranes
Eoin C. Dunne, Eamonn J. Coyne, Peter B. Crowley, Declan G. Gilheany, (2002)  Tetrahedron Letters, 43 (13), 2449-2453


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
James G. Walsh, Declan G. Gilheany (2002) Journal of Heterocyclic Chemistry, 39, 1273-1278


Effect of InCl3 on the addition of Grignard reagents to alpha,beta-unsaturated carbonyl compounds 
Brian G. Kelly, Declan G. Gilheany (2002) Tetrahedron Letters, 43 (5), 887-890


Asymmetric alkene epoxidation with chromium oxo salen complexes. A systematic study of salen ligand substituents
Colm P. O'Mahony, Eoghan M. McGarrigle, Marie F. Renehan, Kenneth M. Ryan, Nessan J. Kerrigan, Claudine Bousquet, Declan G. Gilheany (2001) Organic Letters, 3 (22), 3435-3438


High enantioselectivities in an (E)-alkene epoxidation by catalytically active chromium salen complexes. 
Insight into the catalytic cycle
Adrian M. Daly, Marie F. Renehan, Declan G. Gilheany (2001) Organic Letters, 3, 663-666


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
James G. Walsh, Declan G. Gilheany (2000) Heterocycles, 53, 897-904


Chromium salen catalysed asymmetric alkene epoxidation. Influence of substituents at the 3,3 '-positions on the salen rings
Kenneth M. Ryan, Claudine Bousquet, Declan G. Gilheany (1999) Tetrahedron Letters, 40 (18), 3613-3616


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
James G. Walsh, Patrick J. Furlong, Declan G. Gilheany (1999) Journal of the Chemical Society-Perkin Transactions 1, 1 (24), 3657-3665


Studies in the oxidative ring-opening of catechols and o-benzoquinones. Lead tetraacetate versus the copper(I) chloride/pyridine/methanol system
James G. Walsh, Patrick J. Furlong, Louise A. Byrne, Declan G. Gilheany (1999) Tetrahedron, 55 (38), 11519-11536


Unsymmetrical salen ligands: Synthesis and use in chromium mediated asymmetric epoxidation 
Adrian M. Daly, Cormac T. Dalton, Marie F. Renehan, Declan G. Gilheany (1999) Tetrahedron Letters, 40 (18), 3617-3620


Recent progress towards the understanding of metal-salen catalysed asymmetric alkene epoxidation 
Cormac T. Dalton, Kenneth M. Ryan, Valerie M. Wall, C. Bousquet, Declan G. Gilheany (1998) Topics in Catalysis, 5 (1-4), 75-91


Chromium Catalysed Asymmetric Alkene Epoxidation. Greater Selectivity for an E-alkene versus its Z-isomer 
Claudine Bousquet, Declan G. Gilheany (1995) Tetrahedron Letters, 36 (42), 7739-7742


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 
James G. Walsh, Patrick J. Furlong, Declan G. Gilheany (1994) Chemical Communications, (67)


No d-orbitals but Walsh diagrams and maybe Banana Bonds: Chemical Bonding in Phosphines, Phosphine Oxides and Phosphonium Ylides
Declan G. Gilheany (1994) Chemical Reviews, 94, 1339-1374


The Rich Chemistry of Fulvalene Ylides. A Dichotomy in Phosphonium Salt/Ylide Hydrolysis and the Development of a New Synthesis of Azulenes 
Declan G. Gilheany, Patrick G. Kelly, Catherine A. Mitchell, Brian J. Walker, John F. Malone, Joanne Blaney, Raymond Wilson (1993) Phosphorus, Sulphur and Silicon, 75, 11-14


R,R-1,2-Diphenyl-1,2-ethanediol (Stilbene Diol)
Blaine H. McKee, Declan G. Gilheany, K. Barry Sharpless; (1991) Organic Synthesis, 70 


Ligand Based Improvement of Enantioselectivity in the Catalytic Asymmetric Dihydroxylation of Dialkyl Substituted Olefins 
Tomoyuki Shibata, Declan G. Gilheany, Brent K. Blackburn and K. Barry Sharpless; (1990) Tetrahedron Letters, 27 


Ring-Opening Metathesis Polymerisation of Norbornene by OsO4: Evidence for Transient Oxametallacyclobutane
James G. Hamiltion, O. Nicola D. Mackey, John J. Rooney, Declan G. Gilheany; (1990) Chemical Communications, 11


Cycloheptatrienyl-Phosphorus Derivatives. An Unusual Phosphonium Salt Hydrolysis
Declan G Gilheany, N. T. Thompson, Brian J. Walker (1987) Tetrahedron Letters, 30


An Unusual Ketone Promoted Hydration Reaction in the Conversion of a Phosphole to a 2-Phospholene Oxide
Declan G. Gilheany, Catherine M. Mitchell, Rachel E. Monahan, Brian J. Walker (1987) Phosphorus and Sulphur, 30 


A Novel Bicyclic Phosphonium Ylide from the Reaction of a 1,2 -Dihydrophosphorin with Dimethyl Acetylenedicarboxylate 
Declan G. Gilheany, Deirdre A. Kennedy, John F. Malone, Brian J. Walker (1985) Tetrahedron Letters, 26 


Fulvalene Ylides. A Stevens Rearrangement of 1-Fluoren- 9-ylidene-1,2,5-triphenyl-5-phosphole 
Declan G. Gilheany, Deirdre A. Kennedy, John F. Malone, Brian J. Walker (1984) Chemical Communications


Ylide Analogues of Fulvalenes
Declan G. Gilheany, Brian J. Walker (1983) Phosphorus and Sulphur, 18 


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 


Eammon J. Coyne and Declan 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 


Declan 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


Declan 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


Declan 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 

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

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