Bonded peri-interactions govern the rate of racemisation of atropisomeric 8-substituted 1-naphthamides
Bonded peri-interactions govern the rate of racemisation of atropisomeric 8-substituted 1-naphthamides
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DOI：
10.1039/a906398f
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发表时间：
1999-10-21
影响因子：
4.9
通讯作者：
Helliwell, M
中科院分区：
文献类型：
--
作者：
Clayden, J;McCarthy, C;Helliwell, M
8-取代的叔1-萘酰胺在室温下是手性阻转异构体化合物，它们外消旋化（通过围绕Ar-CO键旋转）的速率主要取决于8-取代基与酰胺羰基进行初期亲核加成的程度，如X射线晶体学所示。
8-Substituted tertiary 1-naphthamides are chiral, atropisomeric compounds at room temperature, and the rate at which they racemise (by rotation about the Ar-CO bond) depends principally on the extent to which the 8-substituent undergoes incipient nucleophilic addition to the amide carbonyl group, as indicated by X-ray crystallography.