Using symmetry to monitor geared bond rotation in aromatic amides by dynamic NMR

被引：28
作者：
Bragg, RA [1 ]
Clayden, J [1 ]
机构：
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
来源：
ORGANIC LETTERS | 2000年 / 2卷 / 21期
关键词：
D O I：
10.1021/ol0064462
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Dynamic NMR proves that the fastest interconversion between conformers of simple tertiary aromatic amide 3 is racemization via a geared (correlated) rotation of both the Ar-CO and N-CO bonds. The symmetry of 3 is such that correlated and noncorrelated rotations are easily distinguishable, even without assignment of the NMR spectrum, simply by observing the number of peaks taking part in the exchange.
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页码：3351 / 3354
页数：4
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