CALCULATED DOUBLE-BOND STABILIZATION BY BROMINE AND CHLORINE - RELEVANCE TO THE KBR/KCL ELEMENT EFFECT

被引：7

作者：

HOZ, S

BASCH, H

WOLK, JL

RAPPOPORT, Z

GOLDBERG, M

机构：

[1] HEBREW UNIV JERUSALEM,DEPT ORGAN CHEM,IL-91904 JERUSALEM,ISRAEL

[2] MINIST DEF,RES & DEV DIRECTORATE,IL-71909 TEL AVIV,ISRAEL

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 18期

关键词：

D O I：

10.1021/jo00018a042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The relative stabilization of a carbon-carbon double bond by Cl and Br was obtained by ab initio MO calculations. The results at the MP2//RHF/CEP-21G* level corrected for differences in zero-point energy show that stabilization by Cl exceeds that by Br by ca. 1.3 kcal mol-1. Consequences related to the use of k(Br)/k(Cl) ratios as mechanistic probes in vinylic substitution are discussed.

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页码：5424 / 5426

页数：3

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