STUDY ON A PROTON-TRANSFER REACTION BETWEEN ELECTROGENERATED CARBON BASES AND PARENT NITROGEN ACIDS

被引:23
作者
MARAN, F [1 ]
ROFFIA, S [1 ]
SEVERIN, MG [1 ]
VIANELLO, E [1 ]
机构
[1] UNIV BOLOGNA,DEPARTIMENTO CHIM,I-40126 BOLOGNA,ITALY
关键词
D O I
10.1016/0013-4686(90)85041-K
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
The electroreduction of secondary 2-bromoisobutyramides in dipolar aprotic solvent affords carbanions in an overall two electron process. The fast proton transfer between the electrogenerated base and the NH acid starting material (self-protonation) has been studied by cyclic voltammetry at the mercury electrode. Measurements of the second-order rate constant of the self-protonation step have been performed at 0°C for a series of ten bromoamides. The results are discussed on the basis of the effect of the substituent at nitrogen on the acid-base properties of both α-carbon and nitrogen atoms. © 1990.
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页码:81 / 88
页数:8
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