Reactivity of the carbon-carbon double bond towards nucleophilic additions.: A DFT analysis

被引：88

作者：

Domingo, LR

Pérez, P

Contreras, R

机构：

[1] Univ Valencia, Inst Ciencia Mol, Dept Quim Organ, E-46100 Valencia, Spain

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

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

来源：

TETRAHEDRON | 2004年 / 60卷 / 31期

关键词：

Michael additions; electrophilicity power; density functional theory;

D O I：

10.1016/j.tet.2004.06.003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The global and local electrophilicity indexes have been used to characterize the reactivity pattern of the C=C double bond towards nucleophilic addition reactions. A wide family of molecules including ketones, esters, anhydrides, nitriles and nitrocompounds containing appropriate substitution on the C=C double bond have been classified within an unique scale of reactivity. The predictive capability of the theoretical model is tested against a series of benzylidenemalononitriles and substituted alpha-nitrostilbenes. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：6585 / 6591

页数：7

共 23 条

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