Classical and non-classical secondary orbital interactions and Coulombic attraction in the regiospecific dimerization of acrolein

被引：13

作者：

Toma, L ^{[1
]}

Quadrelli, P ^{[1
]}

Caramella, P ^{[1
]}

机构：

[1] Univ Pavia, Dipartimento Chim Organ, I-27100 Pavia, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 04期

关键词：

acrolein; dimerization; secondary orbital interactions;

D O I：

10.1016/S0040-4039(00)02034-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Non-classical (bridging) and classical (Woodward-Hoffmann) secondary orbital interactions as well as a favourable electrostatic interaction are involved in the stabilization of the two lowest transition passes of the acrolein dimerization. The heteroatoms provide anchimeric assistance to the hetero Diels-Alder reaction through a neighbouring-group mechanism. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：731 / 733

页数：3

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