Vinylic cations from solvolysis. XVIII. Unusual solvent effects and external ion return in the solvolysis of several vinylic compounds in aqueous trifluoroethanol
Z Rappoport, J Kaspi
Index: Rappoport,Z.; Kaspi,J. Journal of the American Chemical Society, 1974 , vol. 96, p. 4518 - 4530
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Citation Number: 38
Abstract
Abstract: The solvolyses of 1-(o-methoxypheny1)-2-methylpropen-1-yl tosylate (1-OTs) and of 1-(p-methoxyphenyl> 2-methylpropen-l-yl bromide (3-Br), chloride (3-C1), tosylate (3- OTs), and brosylate (3-OBs) were studied in aqueous trifluoroethanol (TFE) buffered by 2, 6- lutidine or Et3N. The products were the corresponding vinyl ethers and ketones (from the ketonization of the enols) and the capture-rate ratios of the intermediates by the sol-vent ...
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