A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium

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dc.contributor.author Bateman, Lorraine M.
dc.contributor.author McNamara, Orla A.
dc.contributor.author Buckley, N. Rachael
dc.contributor.author O'Leary, Patrick
dc.contributor.author Harrington, Francis
dc.contributor.author Kelly, Norma
dc.contributor.author O'Keeffe, Sarah
dc.contributor.author Stack, Angela
dc.contributor.author O'Neill, Shane T.
dc.contributor.author McCarthy, Daniel G.
dc.contributor.author Maguire, Anita R.
dc.date.accessioned 2016-01-12T11:04:12Z
dc.date.available 2016-01-12T11:04:12Z
dc.date.issued 2015-09-08
dc.identifier.citation BATEMAN, L. M., MCNAMARA, O. A., BUCKLEY, N. R., O'LEARY, P., HARRINGTON, F., KELLY, N., O'KEEFFE, S., STACK, A., O'NEILL, S., MCCARTHY, D. G. & MAGUIRE, A. R. 2015. A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium. Organic & Biomolecular Chemistry, 13, 11026-11038. http://dx.doi.org/10.1039/C5OB01346A en
dc.identifier.volume 13 en
dc.identifier.issued 45 en
dc.identifier.startpage 11026 en
dc.identifier.endpage 11038 en
dc.identifier.issn 1477-0520
dc.identifier.uri http://hdl.handle.net/10468/2177
dc.identifier.doi 10.1039/C5OB01346A
dc.description.abstract A systematic investigation of the influence of substitution at positions C-2 and C-3 on the azulenone skeleton, based on NMR characterisation, is discussed with particular focus on the impact of the steric and electronic characteristics of substituents on the position of the norcaradiene-cycloheptatriene (NCD-CHT) equilibrium. Variable temperature (VT) NMR studies, undertaken to enable the resolution of signals for the equilibrating valence tautomers revealed, in addition, interesting shifts in the equilibrium. en
dc.description.sponsorship Higher Education Authority (PRTLI3 Studentships); Irish Research Council for Science Engineering and Technology (Studentships); Science Foundation Ireland (SFI Advance Award (14/ADV/RC2751)); Pfizer Pharmaceuticals (Studentships); University College Cork (UCC President's Research Fund) en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher The Royal Society of Chemistry en
dc.rights © 2015, the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. en
dc.rights.uri http://creativecommons.org/licenses/by/3.0/ en
dc.subject Positive ions en
dc.subject Cycloheptatrienes en
dc.subject Electronic characteristics en
dc.subject NMR studies en
dc.subject Variable temperature en
dc.subject Nuclear magnetic resonance spectroscopy en
dc.title A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Anita R. Maguire, Chemistry, University College Cork, Cork, Ireland. +353-21-490-3000 Email:a.maguire@ucc.ie en
dc.internal.availability Full text available en
dc.description.version Published Version en
dc.contributor.funder Enterprise Ireland en
dc.contributor.funder Higher Education Authority en
dc.contributor.funder Irish Research Council for Science Engineering and Technology en
dc.contributor.funder Science Foundation Ireland en
dc.contributor.funder Pfizer Pharmaceuticals en
dc.contributor.funder University College Cork en
dc.contributor.funder Cork Corporation en
dc.contributor.funder Cork County Council en
dc.contributor.funder Royal Irish Academy en
dc.description.status Peer reviewed en
dc.identifier.journaltitle Organic & Biomolecular Chemistry en
dc.internal.IRISemailaddress a.maguire@ucc.ie en


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© 2015, the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Except where otherwise noted, this item's license is described as © 2015, the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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