Basicity of a stable carbene, 1,3-di-tert-butylimidazol-2-ylidene, in THF

被引：216

作者：

Kim, YJ ^{[1
]}

Streitwieser, A ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 20期

关键词：

D O I：

10.1021/ja025628j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The basicity of 1,3-di-tert-butylimidazol-2-ylidene (1) was measured in THF against three hydrocarbon indicators. Both ion pairs and free ions were found and the corresponding equilibrium constants were measured. Homoconjugation was not found in either THF or DMSO. The carbene is effectively more basic in DMSO by several pK units, probably because of hydrogen bonding of 1-H+ to DMSO. Model ab initio computations are consistent with these results.

引用

页码：5757 / 5761

页数：5

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