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dc.contributor.authorDua, S.en
dc.contributor.authorBowie, J.en
dc.contributor.authorCerda, B.en
dc.contributor.authorWesdemiotis, C.en
dc.contributor.authorRaftery, M.en
dc.contributor.authorKelly, J.en
dc.contributor.authorTaylor, M.en
dc.contributor.authorBlanksby, S.en
dc.contributor.authorBuntine, M.en
dc.date.issued1997en
dc.identifier.citationJournal of the Chemical Society. Perkin transactions II, 1997; 4(4):695-702en
dc.identifier.issn1472-779Xen
dc.identifier.issn1364-5471en
dc.identifier.urihttp://hdl.handle.net/2440/4715-
dc.description.abstractThe non-8-enoate anion undergoes losses of the elements of C₃H₆, C₄H₈ and C₆H₁₂ on collisional activation. The mechanisms of these processes have been elucidated by a combination of product ion and labelling (²H and ¹³C) studies, together with a neutralisation reionisation mass spectrometric study. These studies allow the following conclusions to be made. (i) The loss of C3H6 involves cyclisation of the enolate anion of non-8-enoic acid to yield the cyclopentyl carboxylate anion and propene. (ii) The loss of ‘C₄H₈’ is a charge-remote process (one which proceeds remote from the charged centre) which yields the pent-4-enoate anion, butadiene and dihydrogen. This process co-occurs and competes with complex H scrambling. (iii) The major loss of ‘C₆H₁₂’ occurs primarily by a charge-remote process yielding the acrylate anion, hexa-1,5-diene and dihydrogen, but in this case no H scrambling accompanies the process. (iv) It is argued that the major reason why the two charge-remote processes occur in preference to anion-induced losses of but-1-ene and hex-1-ene from the respective 4- and 2-anions is that although these anions are formed, they have alternative and lower energy fragmentation pathways than those involving the losses of but-1-ene and hex-1-ene; viz. the transient 4-anion undergoes facile proton transfer to yield a more stable anion, whereas the 2-(enolate) anion undergoes preferential cyclisation followed by elimination of propene [see (i) above].en
dc.description.statementofresponsibilitySuresh Dua, John H. Bowie, Blas A. Cerda, Chrys Wesdemiotis, Mark. J. Raftery, Julian F. Kelly, Mark S. Taylor, Stephen J. Blanksby and Mark A. Buntineen
dc.language.isoenen
dc.publisherRoyal Society of Chemistryen
dc.rights© Royal Society of Chemistry 2008en
dc.titleCompetitive charge-remote and anion-induced fragmentations of thenon-8-enoate anion. A charge-remote reaction which co-occurs withhydrogen scramblingen
dc.typeJournal articleen
dc.identifier.rmid0030002916en
dc.identifier.doi10.1039/a607437een
dc.identifier.pubid66922-
pubs.library.collectionChemistry publicationsen
pubs.verification-statusVerifieden
pubs.publication-statusPublisheden
Appears in Collections:Chemistry publications

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