Synthesis of organosilicon polymers by using the Lewis-acid-catalyzed trans-allylsilylation of alkynes

被引：10

作者：

Asao, N ^{[1
]}

Tomeba, H ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9807578, Japan

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 01期

关键词：

organosilicon polymer; sigma-pi conjugation; allysilylation; Lewis-acid catalyst; carbometallation; Hafnium chloride;

D O I：

10.1016/j.tetlet.2004.11.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The HfCl4 catalyzed polymerization of allyl(4-ethynylphenyl)dimethylsilane (1a) proceeded smoothly to give poly[dimethyl-(1,4-pentadienyl)phenylsilane] (2a), and the HfCl4 catalyzed reaction of 1-aallyl-2-(4-ethynyphenyl)-1,1,2,2-tetramethyl-disilane (1b) afforded poly[1,1,2,2-tetramethyl-1-(1,4-pentadienyl)-2-phenyldisilane] (2b). These polymerization reactions proceeded via the stereoselective trans-allylsilylation of the 4-ethynyl group attached to the aromatic ring. (C) 2004 Elsevier Ltd. All rights reserved.

引用

收藏

页码：27 / 30

页数：4

相关论文

共 36 条

[1] Lewis acid catalyzed stereoselective carbosilylation.: Intramolecular trans-vinylsilylation and trans-arylsilylation of unactivated alkynes [J].

Asao, N ;

Shimada, T ;

Shimada, T ;

Yamamoto, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (44) :10899-10902

[2]

Asao N, 2001, CHEM LETT, P982

[3] Lewis acid-catalyzed stereoselective intramolecular trans-vinylsilylation of unactivated alkynes [J].

Asao, N ;

Shimada, T ;

Yamamoto, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (15) :3797-3798

[4] Lewis acid-catalyzed trans-carbosilylation of simple alkynes [J].

Asao, N ;

Yoshikawa, E ;

Yamamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15) :4874-4875

[5] Lewis acid-catalyzed hydrometalation and carbometalation of unactivated alkynes [J].

Asao, N ;

Yamamoto, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2000, 73 (05) :1071-1087

[6]

BASSINDALE AR, 1991, CHEM ORGANIC SILICON, pCH14

[7] Metal mediated carbometallation of alkynes and alkenes containing adjacent heteroatoms [J].

Fallis, AG ;

Forgione, P .

TETRAHEDRON, 2001, 57 (28) :5899-5913

[8] SYNTHESIS AND PROPERTIES OF ORGANOMETALLIC RINGS AND MACROCYCLES CONTAINING FERROCENE, SILICON, AND UNSATURATED HYDROCARBON UNITS - X-RAY CRYSTAL-STRUCTURES OF THE NOVEL FERROCENOPHANES FE(ETA-C5H4)2(SIME2)2(CH=CH) AND TRANS,TRANS-FE(ETA-C5H4)2(SIME2)2(CH2CH=CHCH2)2 [J].

FINCKH, W ;

TANG, BZ ;

LOUGH, A ;

MANNERS, I .

ORGANOMETALLICS, 1992, 11 (08) :2904-2911

[9] PLATINUM COMPLEX-CATALYZED DEHYDROGENATIVE MONOSILYLATION OF ALKENES WITH DISILANES [J].

HAYASHI, T ;

KAWAMOTO, AM ;

KOBAYASHI, TA ;

TANAKA, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (07) :563-564

[10] PLATINUM-COMPLEX-CATALYZED DOUBLE SILYLATION OF ETHYLENE AND NORBORNENE WITH DISILANES [J].

HAYASHI, T ;

KOBAYASHI, T ;

KAWAMOTO, AM ;

YAMASHITA, H ;

TANAKA, M .

ORGANOMETALLICS, 1990, 9 (01) :280-281

← 1 2 3 4 →