Synthesis and desilylation of some bis(trimethylsilyl)alkenes and polymers bearing bis(silyl)alkenyl groups

被引:20
|
作者
Safa, Kazem D. [1 ,2 ]
Namvari, Mina [1 ]
Hassanpour, Akbar [1 ]
Tofangdarzadeh, Shahin [1 ]
机构
[1] Univ Tabriz, Fac Chem, Organosilicon Res Lab, Tabriz 51664, Iran
[2] Res Inst Fundamental Sci, Tabriz, Iran
关键词
Tris(trimethylsilyl)methane; Peterson olefination; 1,1-Bis(silyl)-1-alkenes; Functionalized poly(styrene); Friedel-Crafts reactions; METAL-PROMOTED CYCLIZATION; KETONES; ENYNES; BICYCLIZATION; DERIVATIVES; REAGENTS; SYSTEMS; DIYNES;
D O I
10.1016/j.jorganchem.2009.03.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis of various vinylbis(silanes) from some aryl and heteroaryl aldehydes and (Me(3)Si)(3)CLi in Et(2)O is described. Friedel-Crafts reaction of 1,1-bis(trimethylsilyl)-2-(2-naphthyl)ethene with various acyl chlorides (RCOCl, R = Me, Et, i-Pr, i-Bu, n-pent) gave the corresponding alpha-silyl-alpha,beta-unsaturated enones with high E steroselectivity. Moreover, poly(styrene)-co-[2,2-bis(trimethylsilyl)ethenyl(styrene)] obtained via the reaction of polymers bearing pendant enone functions and (Me(3)Si)(3)CLi, reacts with the same acyl chlorides in the presence of catalytic amount of AlCl(3) to give the new macromolecules bearing alpha-silyl-alpha,beta-unsaturated enones and alpha,beta-unsaturated enones. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:2448 / 2453
页数:6
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