Автор |
Gunasekaran, Somasundaram |
Автор |
Venkatasubramanian, Nagaswami |
Дата выпуска |
1983 |
dc.description |
Bromamine T (BAT) oxidises diphenylmethanol and substituted diphenylmethanols smoothly and quantitatively to the respective benzophenones in aquoeus acetic acid. Mineral acids catalyse the reaction and the rate law is found to be â d[BAT]/dt=k[BAT][Alcohol][H<sup>+</sup>]. The reaction is characterised by the absence of any kinetic isotope effect and a break in the Hammett plot with Ï values of â 4.2 and â 0.4 for the two limbs. Three alternative mechanistic pathways have been proposed involving (i) diphenylmethyl cation, (ii) a â phenonium ionâ type intermediate from the decomposition of the alkyl hypobromite ester, or (iii)ipso substitution at the benzene ring followed by dehydrobromination and aromatization. |
Формат |
application.pdf |
Издатель |
Royal Society of Chemistry |
Название |
Oxidation of diphenylmethanol by bromamine T. A kinetic and mechanistic study |
Тип |
research-article |
DOI |
10.1039/P29830000949 |
Electronic ISSN |
1364-5471 |
Print ISSN |
0300-9580 |
Журнал |
Journal of the Chemical Society, Perkin Transactions 2 |
Первая страница |
949 |
Последняя страница |
953 |
Выпуск |
7 |