Stereoselective Synthesis of (E)- and (Z)-Triethoxy(vinyl-d2)silanes by Hydrosilylation of Acetylene-d2

被引：12
作者：
Gordillo, Alvaro
Forigua, Johan
Lopez-Mardomingo, Carmen
de Jesus, Ernesto [1 ]
机构：
[1] Univ Alcala de Henares, Dept Quim Organ, Madrid 28871, Spain
来源：
ORGANOMETALLICS | 2011年 / 30卷 / 02期
关键词：
ALKYNE HYDROSILYLATION; CATALYZED VINYLATION; PALLADIUM; VINYLSILANES; ARYLATION; HALIDES; COMPLEXES; MECHANISM; EFFICIENT; ARYL;
D O I：
10.1021/om101127t
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The hydrosilylation of deuterated acetylene with triethoxysilane can be directed to the synthesis of either cis or trans triethoxy(vinyl-d(2))silanes by an appropriate choice of metal catalyst. In addition, we have demonstrated the viability of designing hydrosilylation-arylation sequential processes in which acetylene can be converted into styrenes or stilbenes using the same Pd catalyst for both reactions.
引用
收藏
页码：352 / 355
页数：4
相关论文
共 33 条
[1]   Regio- and stereochemical aspects of the palladium-catalyzed desilylation-arylation of substituted vinylsilanes [J].
Alvisi, D ;
Blart, E ;
Bonini, BF ;
Mazzanti, G ;
Ricci, A ;
Zani, P .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) :7139-7146
[2]   Some water-soluble organometallic complexes of group 10 transition metal(II) ions with 1,3,5-triaza-7-phosphaadamantane (TPA).: Syntheses, characterization and reactivity.: The crystal and molecular structure of [Ni(CN)2(TPA)3]•4.3H2O [J].
Alyea, EC ;
Ferguson, G ;
Kannan, S .
POLYHEDRON, 1998, 17 (16) :2727-2732
[3]   FORMATION OF TUNGSTEN CARBYNE COMPLEXES FROM VINYLSILANES AND ALLYLSILANES AND ALLYLSTANNANES [J].
ATAGI, LM ;
MAYER, JM .
POLYHEDRON, 1995, 14 (01) :113-125
[4]   HOMOGENEOUS CATALYSIS .2. MECHANISM OF HYDROSILATION OF OLEFINS CATALYZED BY GROUP 8 METAL COMPLEXES [J].
CHALK, AJ ;
HARROD, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (01) :16-&
[5]   A theoretical study on the mechanism, regiochemistry, and stereochemistry of hydrosilylation catalyzed by cationic ruthenium complexes [J].
Chung, LW ;
Wu, YD ;
Trost, BM ;
Ball, ZT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (38) :11578-11582
[6]  
COLVIN EW, 1995, COMPREHENSIVE ORGANO, V11, P313
[7]  
Denmark S.E., 2004, METAL CATALYZED CROS, V1, P163
[8]   Palladium- (and nickel-) catalyzed vinylation of aryl halides [J].
Denmark, Scott E. ;
Butler, Christopher R. .
CHEMICAL COMMUNICATIONS, 2009, (01) :20-33
[9]   Consecutive palladium-catalyzed Hiyama-Heck reactions in aqueous media under ligand-free conditions [J].
Gordillo, Alvaro ;
de Jesus, Ernesto ;
Lopez-Mardomingo, Carmen .
CHEMICAL COMMUNICATIONS, 2007, (39) :4056-4058
[10]   On the Pd-Catalyzed Vinylation of Aryl Halides with Tris(alkoxy)vinylsilanes in Water [J].
Gordillo, Alvaro ;
de Jesus, Ernesto ;
Lopez-Mardomingo, Carmen .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (13) :4584-+
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