n Participation and secondary deuterium isotope effects in solvolysis of 1-aryl-4-methoxy-1-butyl chlorides. Are there two distinct k. DELTA. pathways?

I Mihel, J Sistek, S Borcic, K Humski…

文献索引：Mihel,I. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 23 p. 4091 - 4096

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被引用次数: 7

摘要

It has been reported2 that in the solvolysis of brosylates 1P and 1s participation by the methoxy group competes with direct displacement by the solvent. Even in the very nucleophilic 100% ethanol, the reaction is essentially com- pletely controlled by kA. Secondary deuterium isotope effects indicate that the solvolysis mechanism of these compounds is best described as an internal displacement reaction, the transition states resembling closely the in- termediate 2.3 In ...