Synthesis of B/Si bidentate lewis acids, o-(fluorosilyl)(dimesitylboryl)benzenes, and their fluoride ion affinity

被引：70

作者：

Kawachi, Atsushi ^{[1
]}

Tani, Atsushi ^{[1
]}

Shimada, Junpei ^{[1
]}

Yamamoto, Yohsuke ^{[1
]}

机构：

[1] Hiroshima Univ, Grad Sch Sci, Dept Chem, Higashihiroshima 7398526, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 13期

关键词：

D O I：

10.1021/ja710615r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

o-(Fluorosilyl)(dimesitylboryl)benzenes have been prepared as colorless crystals by reacting fluorodimesitylborane with o-(fluorodimethylsilyl)phenyllithium and o-(fluorodiphenyisilyl) phenyllithium. The o-(fluorosilyl)(dimesitylboryl)benzenes serve as B/Si bidentate Lewis acid and efficiently capture fluoride ion from potassium fluoride in the presence of [2.2.2]cryptand or 18-crown-6 in toluene, giving the corresponding mu-fluoro bridged products. The structures were characterized by X-ray crystal structure analysis and multinuclear NMR spectroscopy. Fluoride ion affinities of the o-(fluorosilyl)(dimesitylboryl)benzenes were evaluated in comparison with non-silylated triarylborane.

引用

页码：4222 / +

页数：3

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