The effect of basicity on fluorodenitration reactions using tetramethylammonium salts.

被引：21

作者：

Adams, DJ ^{[1
]}

Clark, JH ^{[1
]}

Nightingale, DJ ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 25期

关键词：

basicity; fluorine and compounds; halogenation;

D O I：

10.1016/S0040-4020(99)00409-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The fluorodenitration of several nitroaromatics with tetramethylammonium salts has been found to be dependent on the basicity of the fluorinating species. Tetramethylammonium fluoride is highly basic and is capable of inducing H-D exchange in 1,3-dinitrobenzene, as well as deprotonating N,N-dimethylacetamide. Reaction of the fluoride with phthalic anhydride forms the bifluoride in situ. Tetramethylammonium bifluoride gives higher yields of the required fluoroaromatic, but slower reaction rates than the corresponding fluoride. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7725 / 7738

页数：14

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