First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane

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dc.contributor.author Byrne, Peter A.
dc.contributor.author Ortin, Yannick
dc.contributor.author Gilheany, Declan G.
dc.date.accessioned 2019-04-04T11:25:51Z
dc.date.available 2019-04-04T11:25:51Z
dc.date.issued 2014-11-26
dc.identifier.citation Byrne, P. A., Ortin, Y. and G. Gilheany, D. (2015) 'First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane', Chemical Communications, 51(6), pp. 1147-1150. doi: 10.1039/c4cc08644a en
dc.identifier.volume 51 en
dc.identifier.startpage 1147 en
dc.identifier.endpage 1150 en
dc.identifier.issn 1359-7345
dc.identifier.uri http://hdl.handle.net/10468/7708
dc.identifier.doi 10.1039/c4cc08644a en
dc.description.abstract P-Hydroxytetraorganophosphorane, the long-postulated intermediate in phosphonium salt and ylide hydrolysis, has been observed and characterised by low temperature NMR, finally definitively establishing its involvement in these reactions. The results require modification of the previously accepted mechanism for ylide hydrolysis: P-hydroxy-tetraorganophosphorane is generated directly by 4-centre reaction of ylide with water. en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher Royal Society of Chemistry (RSC) en
dc.relation.uri https://pubs.rsc.org/en/Content/ArticleLanding/2015/CC/C4CC08644A
dc.rights © The Royal Society of Chemistry 2015 en
dc.subject Nuclear magnetic resonance en
dc.subject P-31 NMR spectroscopy en
dc.subject Wittig reaction en
dc.subject Alkaline hydrolysis en
dc.subject Phosphine oxides en
dc.subject Heteroarylphosphorus compounds en
dc.subject Topological representation en
dc.subject Nucleophilic displacement en
dc.subject Substitution reactions en
dc.subject Equilibrium acidities en
dc.title First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Peter Byrne, Chemistry, University College Cork, Cork, Ireland. +353-21-490-3000 Email: peter.byrne@ucc.ie en
dc.internal.availability Full text available en
dc.date.updated 2019-03-26T17:42:42Z
dc.description.version Accepted Version en
dc.internal.rssid 383418246
dc.internal.wokid WOS:000346565300039
dc.contributor.funder Science Foundation Ireland en
dc.description.status Peer reviewed en
dc.identifier.journaltitle Chemical Communications en
dc.internal.copyrightchecked No
dc.internal.licenseacceptance Yes en
dc.internal.IRISemailaddress peter.byrne@ucc.ie en
dc.relation.project info:eu-repo/grantAgreement/SFI/SFI Research Centres/12/RC/2275/IE/Synthesis and Solid State Pharmaceutical Centre (SSPC)/ en
dc.relation.project info:eu-repo/grantAgreement/SFI/SFI Research Infrastructure Programme/12/RI/2341 (2)/IE/Advanced materials/surface characterization system including XPS/AES/SIMS/ en
dc.identifier.eissn 1364-548X


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