MOLECULAR-ORBITAL CALCULATIONS ON R1R2C = O.H2BF COMPLEXES - ANOMERIC STABILIZATION AND CONFORMATIONAL PREFERENCES

被引：28

作者：

GOODMAN, JM

机构：

[1] University Chemical Laboratory, Cambridge, CB2 IEW, Lensfield Road

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60877-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Molecular orbital calculations on various R1R2C=O.H2BF complexes demonstrate that there is (i) a generalised anomeric effect between the uncomplexed lone pair of the carbonyl and the sigma*(B-F) bond and (ii) an interaction between the fluorine and one of the alkyl groups R1 or R2. The Lewis acid prefers to coordinate cis to the alkyl group that can better stabilise a negative charge.

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页码：7219 / 7222

页数：4

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