Barriers to rotation about the chiral axis of tertiary aromatic amides

被引：184

作者：

Ahmed, A ^{[1
]}

Bragg, RA ^{[1
]}

Clayden, J ^{[1
]}

Lai, LW ^{[1
]}

McCarthy, C ^{[1
]}

Pink, JH ^{[1
]}

Westlund, N ^{[1
]}

Yasin, SA ^{[1
]}

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

来源：

TETRAHEDRON | 1998年 / 54卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(98)00814-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The barrier to rotation about the aryl-carbonyl bond in 40 tertiary aromatic amides was determined by variable temperature NMR spectroscopy (for rapid rotations) or by following the interconversion of atropisomers (for slower rotations). Empirical guidelines to the rate of Ar-CO bond rotation in hindered tertiary aromatic amides, and hence the stability of the atropisomeric stereoisomers of axially chiral amides, are presented. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：13277 / 13294

页数：18

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