DNMR and molecular mechanics studies of the enantiomerization of long-chain (1, 5)-naphthalenophanes

…, BB Masek, DA Dougherty

Index: Chang,M.; Masek,B.B.; Dougherty,D.A. Journal of the American Chemical Society, 1985 , vol. 107, p. 1124

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Citation Number: 16

Abstract

Abstract: The enantiomerizations of several dioxa-(1, 5)-naphthalenophanes (1: n= 14, 15, 16) have been studied by DNMR spectroscopy, and accurate activation parameters have been obtained. Large, negative entropies of activation are observed when n= 14 or 15. In sharp contrast, AS* is very nearly zero when n= 16. Molecular mechanics calculations have been applied to these systems in an effort to obtain some insight into the underlying ...