Substituent effect in solvolysis of spiro [cyclopropane-1, 2'-indan]-1'-yl p-nitrobenzoate

K Ohkata, M Akiyama, K Wada, S Sakaue…

Index: Ohkata, Katsuo; Akiyama, Masaki; Wada, Kenshi; Sakaue, Shun; Toda, Yoshiko; Hanafusa, Terukiyo Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2517 - 2520

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Citation Number: 6

Abstract

Discussion Kinetic Comparisons with Model System. The rate of hydrolysis of p- nitrobenzoate (4e) is compared with those of related compounds as shown in Figure 1. A rate enhancement of 100 is observed for 4e over that for a simple secondary cyclopropylphenylmethyl system but similar to that of the benzonorcarenyl derivative (l). 4b Despite the higher solvolytic reactivity of 4e, no rearranged alcohol was obtained in the ...