Reaction of Bis(alkynyl)silanes with Tris(pentafluorophenyl)borane: Synthesis of Bulky Silole Derivatives by Means of 1,1-Carboboration under Mild Reaction Conditions

被引：75

作者：

Dierker, Gereon ^{[1
]}

Ugolotti, Juri ^{[1
]}

Kehr, Gerald ^{[1
]}

Froehlich, Roland ^{[1
]}

Erker, Gerhard ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 7-8期

关键词：

boranes; 1,1-carboboration; Lewis acids; siloles; PI-CONJUGATED SYSTEMS; LEWIS-ACID; GROUP-14; METALLOLES; TITANOCENE-BIS(TRIMETHYLSILYL)ETHYNE COMPLEXES; PHOTOPHYSICAL PROPERTIES; METALLACYCLE TRANSFER; MOLECULAR-STRUCTURE; CHEMICAL BEHAVIOR; 1,1-ORGANOBORATION; ORGANOBORATION;

D O I：

10.1002/adsc.200900029

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The strong Lewis acid tris(pentafluorophenyl)borane [B(C6F5)(3)] reacts rapidly with dimethylbis(phenylethynyl)silane (1c) at room temperature In toluene by shift of a pentafluorophenyl (C6F5) group and formation of a new carbon-bis(pentafluorophenyl)boron linkage [C-B(C6F5)(2)] in a sequence of 1,1-carboboration reactions to yield the 4-bis(pentafluorophenyl)boryl/3-pentafluorophenyl- substituted 1,1-dimethyl-2,5-diphenylsilole derivative 7c. The analogous reaction of bis(trimethylsilylethynyl)diphenylsilane (1d) with tris(pentafluorophenyl)borane gave the corresponding boryl-substituted silole derivative (7d) featuring six bulky substituents attached at the central heterocyclic frarnework. Both the starting materials (1c, 1d) and the products (7c, 7d) were characterized by X-ray crystal structure analyses.

引用

页码：1080 / 1088

页数：9

共 11 条

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