Alicyclic reaction mechanisms. 7. The predominance and quantification of steric effects in the solvolysis of secondary aliphatic esters

HJ Schneider, N Becker, G Schmidt…

文献索引：Schneider, Hans-Joerg; Becker, Norman; Schmidt, Guenther; Thomas, Fred Journal of Organic Chemistry, 1986 , vol. 51, # 19 p. 3602 - 3607

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被引用次数: 6

摘要

The solvolysis rates of 35 tmylates in hexafluoroisopropyl alcohol are measured and compared to MM2 calculated strain energies, ASI, between weighted sp3 states and the lowest sp2 state. For unhindered (pseudo) equatorially substituted cycloalkyl tosylates a linear correlation, free from ambiguities involved, eg, with the leaving group simulation, is obtained which shows a sensitivity of m= 1.04 f 0.05, indicating an extremely late transition ...