Neighboring Group Participation in Solvolysis. VII. Trifluoroacetolysis of ω-Phenylalkyl 6-Methyl-2-naphthalenesulfonates
T Ando, J Yamawaki, Y Saito
Index: Ando,T. et al. Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 219 - 224
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Citation Number: 9
Abstract
The tide compounds, Ph (CH 2) n OMns (n= 2–6), were solvolyzed in buffered trifluoroacetic acid in order to elucidate the effect of a phenyl group at a remote position on the reactivity and the course of the reaction. The reactivities varied remarkably with the length of the alkyl chain (n); 2>> 3<< 4> 5> 6. The rate enhancement was attributed to anchimeric assistance by a remote phenyl group, and the rate depression to the electron-withdrawing inductive ...
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