PRODUCT-DETERMINING FACTORS IN THE GRIGNARD REACTIONS OF BENZOPHENONES - THE ROLE OF THE STRUCTURE OF ALKYL-GROUPS IN GRIGNARD-REAGENTS

被引：11

作者：

MARUYAMA, K

MATANO, Y

KATAGIRI, T

机构：

[1] Department of Chemistry, Faculty of Science, Kyoto University, Kyoto, 606, Kitashirakawa, Sakyo‐ku

[2] Bioscience Research Laboratories, Biochemicals and Plants Department, Nippon Mining Co, Ltd, Toda-Shi, Saitama, 335, 3–17–35, Niizo-Minami

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1991年 / 4卷 / 08期

关键词：

D O I：

10.1002/poc.610040806

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mechanism of the Grignard reactions of substituted benzophenones with two kinds of alkyl Grignard reagent, n-C3H7MgBr and i-C3H7MgBr, was investigated. In these reactions, both addition and reduction products were also generated. Based on the results of product analysis and stopped-flow, ESR and association measurements, it was confirmed that the product distribution was governed by several factors: the oxidizing ability of benzophenones, the association ability of Grignard reagents and the structure of alkyl groups of Grignard reagents. In particular, the strength of C-Mg and beta-C-H bonds of Grignard reagents could strongly affect the product distribution.

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页码：501 / 515

页数：15

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