Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/67789
Type: Artigo de periódico
Title: Gas-phase chemistry of acylium ions. Seven-to-five ring contraction of 1,3-dioxepane and 1,3-dioxep-5-ene
Author: Moraes, LAB
Kotiaho, T
Eberlin, MN
Abstract: As shown by pentaquadrupole triple-stage mass spectrometric and O-18-labeling experiments, two seven-membered cyclic acetals, 1,3-dioxepane and 1,3-dioxep-5-ene, fail to react by transacetalization with the gaseous acylium ions CH3C+=O and (CH3)(2)NC+=O. Instead, a novel and less exothermic but more kinetically favored reaction, seven-to-five ring contraction, occurs predominantly, and to great extents with the most reactive acylium ion, (CH3)(2)NC+=O. 1,3-Dioxepane yields O-acylated tetrahydrofurans; 1,3-dioxep-5-ene yields O-acylated 2,5-dihydrofurans. Copyright (C) 1999 John Wiley & Sons, Ltd.
Subject: acylium ions
seven-membered cyclic acetals
ion-molecule reactions
pentaquadrupole mass spectrometry
transacetalization
Country: Inglaterra
Editor: John Wiley & Sons Ltd
Rights: fechado
Identifier DOI: 10.1002/(SICI)1096-9888(199906)34:6<670
Date Issue: 1999
Appears in Collections:Unicamp - Artigos e Outros Documentos

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