Relationship between local electrophilicity and rate coefficients for the hydrolysis of carbenium ions

被引：23

作者：

Aizman, A

Contreras, R

Pérez, P

机构：

[1] Univ Andres Bello, Fac Ecol & Recursos Nat, Dept Ciencias Quim, Santiago, Chile

[2] Univ Tecn Federico Santa Maria, Dept Quim, Valparaiso, Chile

[3] Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile

来源：

TETRAHEDRON | 2005年 / 61卷 / 04期

关键词：

Hammett substituent constants; local electrophilicity scale; rate coefficients from local electrophilicity index;

D O I：

10.1016/j.tet.2004.11.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The local electrophilicity of a series of 28 carbenium ions has been ranked within a theoretical absolute scale. New substituent constants are introduced to account for the responses of the electrophilicity pattern induced by multiple substitutions at the carbocation site. The model is used to predict rate coefficients ordering in terms of the experimental hierarchy of electrophilicity established for these systems [Minegishi, S.; Mayr, H. J. Am. Chem. Soc. 2003, 125, 286]. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：889 / 895

页数：7

共 27 条

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