Inversion topologies of [n. 8.8](2, 1, 4) cyclophanes: tethering effects on host-cavity stereodynamics

AB Brown, HW Whitlock Jr

Index: Brown, Alan B.; Whitlock, Howard W. Journal of the American Chemical Society, 1989 , vol. 111, # 10 p. 3640 - 3651

Full Text: HTML

Citation Number: 14

Abstract

Abstract: The title compounds 4 (n= 3-1 I; formally, the diesters of diacid 11 with various a, w- diols) have been prepared; their ring-inversion barriers were measured by dynamic NMR. Diesters of 11 with 6, 6-dimethylundecane-l, ll-diol and 2-[(tert-butyldimethylsilyl) oxy] propane-1$ diol were similarly made and studied. Preparation of the siloxy phane entailed development of a new glyceride synthesis. Two inversion topologies are possible: the ...