Effect of substitution on homoallenic participation in solvolyses

TL Jacobs, R Macomber

文献索引：Jacobs,T.L.; Macomber,R.S. Journal of the American Chemical Society, 1969 , vol. 91, # 17 p. 4824 - 4837

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被引用次数: 19

摘要

Abstract: Eight/3-allenic alcohols were synthesized and the tosylate and brosylate [3, 5- dinitrobenzoate (VIe) in the case of 2-methy1-4, 5-heptadien-2-01] of each prepared. The rates of acetolysis (hydrolysis in the case of VIe) were determined titrimetrically. Solvolysis products were isolated and their structures assigned on the basis of spectra and properties. Each compound studied except VIe, exhibited a significant ka (assisted solvolytic rate) ...