Remarkable rate acceleration of Pd(0)-catalyzed hydrogermylation of alkynes and dienes in water

被引：49

作者：

Kinoshita, H ^{[1
]}

Nakamura, T ^{[1
]}

Kakiya, H ^{[1
]}

Shinokubo, H ^{[1
]}

Matsubara, S ^{[1
]}

Oshima, K ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Mat Chem, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 16期

关键词：

D O I：

10.1021/ol0161817

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Without the use of hydrophilic cosolvents or phase transfer catalysts, Pd(0)-catalyzed hydrogermylation of alkynes in water provides dienylgermanes efficiently with high stereo- and regioselectivity. The reaction in water proceeds much faster than the reaction under neat conditions. By using an aqueous system, hydrogermylation can be conducted at a low catalyst loading.

引用

页码：2521 / 2524

页数：4

共 19 条

[1] PREPARATION OF VINYLGERMANES AND A GERMOLE BY THE PD-CATALYZED REACTIONS OF ME3GECN WITH ACETYLENES [J].

CHATANI, N ;

MORIMOTO, T ;

MUTO, T ;

MURAI, S .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 473 (1-2) :335-342

[2]

Cornils B., 2006, Aqueous -Phase Organometallic Catalysis: Concepts and Applications

[3]

CORRIU RJP, 1972, J ORGANOMET CHEM, V40, P73

[4] AMINATION OF VINYLSILANES AND VINYLGERMANES CONTAINING AN ACTIVATED DOUBLE-BOND [J].

DIRNENS, V ;

BARABANOV, DI ;

LIEPINS, E ;

IGNATOVICH, LM ;

LUKEVICS, E .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 435 (03) :257-263

[5]

Grieco P.A., 1998, Organic synthesis in water

[6] PALLADIUM CATALYZED HYDROSTANNYLATION AND HYDROGERMYLATION OF ACETYLENES [J].

ICHINOSE, Y ;

ODA, H ;

OSHIMA, K ;

UTIMOTO, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (09) :3468-3470

[7]

KAWANAMI Y, 1995, SYNLETT, P1232

[8] Remarkable rate enhancement of palladium-catalyzed allylic alkylation in water using a colloidal dispersion system [J].

Kobayashi, S ;

Lam, WWL ;

Manabe, K .

TETRAHEDRON LETTERS, 2000, 41 (32) :6115-6119

[9] HOMOGENEOUS CATALYSIS .2. ZIEGLER SYSTEMS AS CATALYSTS FOR HYDROSILYLATION [J].

LAPPERT, MF ;

NILE, TA ;

TAKAHASH.S .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 72 (03) :425-439

[10]

Li C. -J., 1997, ORGANIC REACTIONS AQ

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