AN AM1 AND PM3 MOLECULAR-ORBITAL STUDY OF THE PERICYCLIC REACTIVITY OF ARYL CARBODIIMIDES

被引：9

作者：

RZEPA, HS ^{[1
]}

MOLINA, P ^{[1
]}

ALAJARIN, M ^{[1
]}

VIDAL, A ^{[1
]}

机构：

[1] UNIV MURCIA,FAC CIENCIAS,DEPT QUIM ORGAN,E-30071 MURCIA,SPAIN

来源：

TETRAHEDRON | 1992年 / 48卷 / 36期

关键词：

D O I：

10.1016/S0040-4020(01)90358-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

AM1 and PM3 SCF-MO calculated transition states for electrocyclisation and cycloadditions of a variety of carbodiimide intermediates (3 or 7) in the Aza-Wittig reaction between iminophosphoranes and isocyanates (2 or 6) reveal that the observed specificity of these reactions is due to a subtle combination of substituent, stereoelectronic, entropic and steric factors. The previously concluded bias of these semi-empirical methods for one-bond over two-bond reactions is supported by these calculations.

引用

页码：7425 / 7434

页数：10

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