CARBANION REACTIVITY - KINETICS OF THE REACTIONS OF BENZYL CYANIDE ANIONS WITH AROMATIC NITROCOMPOUNDS

被引:22
作者
ATHERTON, JH
CRAMPTON, MR
DUFFIELD, GL
STEVENS, JA
机构
[1] UNIV DURHAM,DEPT CHEM,DURHAM DH1 3LE,ENGLAND
[2] ZENECA FINE CHEM MFG ORG,HUDDERSFIELD HD2 1FF,W YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 03期
关键词
D O I
10.1039/p29950000443
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rate and equilibrium measurements are reported for the reactions in methanol of carbanions derived from 12 ring-substituted benzyl cyanides with 1,3,5-trinitrobenzene to give sigma-adducts. Some data for reaction of the carbanions with 4-nitrobenzofuroxan were also measured. With increasing carbanion reactivity, rate constants approach a limit of just below 10(9) dm(3) mol(-1) s(-1). Intrinsic reactivities of carbanions in sigma-adduct forming transfer reactions are compared.
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页码:443 / 447
页数:5
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