Conformation and stereodynamics of 2,2′-disubstituted N,N′-diaryl ureas

被引：30

作者：

Clayden, Jonathan ^{[1
]}

Lemiegre, Loic ^{[1
]}

Pickworth, Mark ^{[1
]}

Jones, Lyn ^{[2
]}

机构：

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

[2] Pfizer Cent Res Ltd, Sandwich CT13 9NJ, Kent, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 16期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1039/b802673d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Except in the most hindered of cases, N,N'-diaryl N,N'-dimethyl ureas adopt a conformation with the two aryl rings disposed cis to one another. Variable temperature NMR studies reveal the rate at which the Ar-N bonds rotate as well as the conformational preference of ortho disubstituted ureas in which more than one cis orientation is possible. In general, a conformation in which the aryl rings lie close in space but with their most bulky 2-substituents aligned anti is preferred, but with particularly bulky 2-substituents, conformations in which one of the aryl rings points away from the other may also be populated.

引用

页码：2908 / 2913

页数：6

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