Nucleophilicity of the bis(4-nitrophenyl)methyl anion

被引：8
|
作者：
Berger, Stefan T. A. [1 ]
Lemek, Tadeusz [2 ]
Mayr, Herbert [1 ]
机构：
[1] Univ Munich, Dept Chem & Biochem, Butenandtstr 5-13 Haus F, D-81377 Munich, Germany
[2] Agr Univ Krakow, Dept Chem, PL-31120 Krakow, Poland
来源：
ARKIVOC | 2008年
关键词：
Kinetics; linear free energy relationship; nucleophilicity; intrinsic barriers;
D O I：
10.3998/ark.5550190.0009.a05
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Kinetics of the reactions of the bis(4-nitrophenyl)methyl anion 1 with quinone methides and other Michael acceptors have been measured in dimethyl sulfoxide solution at 20 degrees C. The second-order rate constants k(2) have been used to determine the nucleophilicity parameters N = 19.9 and s = 0.67 of 1 according to the linear free energy relationship log k(20 degrees C) = s(N + E).
引用
收藏
页码：37 / 53
页数：17
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