Regiospecific synthesis of alpha-lithiated alkoxysilanes

被引：14

作者：

Bates, TF ^{[1
]}

Dandekar, SA ^{[1
]}

Longlet, JJ ^{[1
]}

Wood, KA ^{[1
]}

Thomas, RD ^{[1
]}

机构：

[1] Univ N Texas, Dept Chem, Denton, TX 76203 USA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2000年 / 595卷 / 01期

关键词：

lithium; silicon; alkoxysilanes; alpha-lithiated alkoxysilanes; alpha-silyl carbanions; alpha-lithiation;

D O I：

10.1016/S0022-328X(99)00583-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

alpha-Lithioalkoxysilanes, [(RO)R-2'Si]CH(Li)(R ") (R = Me, Et; R' = Me, Ph; R " = H, SiMe3), can be prepared by treating the appropriate alkoxysilane with tert-butyllithium in hydrocarbon solvents. For R = Me or Et, R' = Me, and R " = H or SiMe3, the alpha-lithioalkoxysilanes are produced in high yield. Similar treatment of alkoxysilane 12, EtOPh2SiCH3, afforded the corresponding alpha-lithioalkoxysilane 13 (R = Et, R' = Ph and R " = H), in moderate yield, along with substitution product 14, tert-BuPh2SiCH3. Analogous reactions with n-butyl- and sec-butyllithium in hydrocarbon solvent produced significant or exclusive substitution at silicon, rather than alpha-lithiation. (C) 2000 Elsevier Science S.A. All rights reserved.

引用

页码：87 / 92

页数：6

共 36 条

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