Stereo- and regioselective Pt(DVDS)/P(iBuNCH2CH2)3N-catalyzed hydrosilylation of terminal alkynes

被引：62

作者：

Aneetha, H ^{[1
]}

Wu, W ^{[1
]}

Verkade, JG ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

ORGANOMETALLICS | 2005年 / 24卷 / 11期

关键词：

D O I：

10.1021/om050034l

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The catalyst system Pt(DVDS)/P((BuNCH2CH2)-Bu-i)(3)N (DVDS = [(H2C=CH)Me2Si](2)O), containing a bulky aminophosphine ligand, catalyzes the hydrosilylation of terminal alkynes possessing a variety of functional groups using Ph3SiH or Et3SiH. These reactions occur stereo- and regioselectively to give beta-(E)-vinylsilanes with 97-99% selectivity in 76-98% yield. Using Pt-2(DVDS)(3), this selectivity ranged from 63 to 93%, except in one case, where the selectivities were the same for both catalyst systems.

引用

收藏

页码：2590 / 2596

页数：7

相关论文

共 82 条

[11] Catalytic hydrosilylation of terminal alkynes promoted by organoactinides [J].

Dash, AK ;

Wang, JQ ;

Eisen, MS .

ORGANOMETALLICS, 1999, 18 (23) :4724-4741

[12] SILICON-DIRECTED NAZAROV CYCLIZATIONS .4. FURTHER-STUDIES IN STEREOCHEMICAL CONTROL [J].

DENMARK, SE ;

HABERMAS, KL ;

HITE, GA ;

JONES, TK .

TETRAHEDRON, 1986, 42 (11) :2821-2829

[13] Highly stereoselective hydrocarbation of terminal alkynes via Pt-catalyzed hydrosilylation/Pd-catalyzed cross-coupling reactions [J].

Denmark, SE ;

Wang, ZG .

ORGANIC LETTERS, 2001, 3 (07) :1073-1076

[14] Mild and general cross-coupling of (α-alkoxyvinyl)silanols and -silyl hydrides [J].

Denmark, SE ;

Neuville, L .

ORGANIC LETTERS, 2000, 2 (20) :3221-3224

[15] RHODIUM(II) PERFLUOROBUTYRATE CATALYZED HYDROSILYLATION OF 1-ALKYNES - TRANS ADDITION AND REARRANGEMENT TO ALLYLSILANES [J].

DOYLE, MP ;

HIGH, KG ;

NESLONEY, CL ;

CLAYTON, TW ;

LIN, J .

ORGANOMETALLICS, 1991, 10 (05) :1225-1226

[16] Tunable stereoselective hydrosilylation of PhC≡CH catalyzed by Cp*Rh complexes [J].

Faller, JW ;

D'Alliessi, DG .

ORGANOMETALLICS, 2002, 21 (08) :1743-1746

[17] Catalytic hydrosilylation of acetylenes mediated by phosphine complexes of cobalt(I), rhodium(I), and iridium(I) [J].

Field, LD ;

Ward, AJ .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 681 (1-2) :91-97

[18] TRANSITION-METAL COMPLEXES OF TROGERS BASE AND THEIR CATALYTIC ACTIVITY FOR THE HYDROSILYLATION OF ALKYNES [J].

GOLDBERG, Y ;

ALPER, H .

TETRAHEDRON LETTERS, 1995, 36 (03) :369-372

[19]

Harrod J. F., 1977, Organic Synthesis via Metal Carbonyls, V2, P673

[20] DICOBALT OCTACARBONYL AS A CATALYST FOR HYDROSILATION OF OLEFINS [J].

HARROD, JF ;

CHALK, AJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (05) :1133-&

← 1 2 3 4 5 6 7 8 9 →