Olefin ring closing metathesis and hydrosilylation reaction in aqueous medium by Grubbs second generation ruthenium catalyst

被引：52

作者：

Polshettiwar, Vivek ^{[1
]}

Varma, Rajender S. ^{[1
]}

机构：

[1] US EPA, Sustainable Technol Div, Natl Risk Management Res Lab, Cincinnati, OH 45268 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 18期

关键词：

D O I：

10.1021/jo801330c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Grubbs second generation ruthenium catalyst was shown to catalyze various olefin ring closing metathesis and hydrosilylation reactions in aqueous medium. Reactions proceeded in pure water without any additives or cosolvents, in a short period of time. We found that inhomogeneity of the reaction mixture does not prevent high conversion (70-95%) of the products in both reactions.

引用

页码：7417 / 7419

页数：3

共 29 条

[1] Regio- and stereoselective hydrosilylation of terminal alkynes using Grubbs' first-generation olefin-metathesis catalyst [J].

Aricó, CS ;

Cox, LR .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (18) :2558-2562

[2] Olefin metathesis in homogenous aqueous media catalyzed by conventional ruthenium catalysts [J].

Binder, Joseph B. ;

Blank, Jacqueline J. ;

Raines, Ronald T. .

ORGANIC LETTERS, 2007, 9 (23) :4885-4888

[3] Sustainable concepts in olefin metathesis [J].

Clavier, Herve ;

Grela, Karo ;

Kirschning, Andreas ;

Mauduit, Marc ;

Nalon, Steven P. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (36) :6786-6801

[4] Practical olefin metathesis in protic media under an air atmosphere [J].

Connon, SJ ;

Rivard, M ;

Zaja, M ;

Blechert, S .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (05) :572-575

[5]

Cornils B., 2004, Aqueous-Phase Organometallic Catalysis: Concepts and Applications

[6] Ring closing metathesis in water with or without surfactants in the presence of RuCl2(PPh3)2(CHPh) [J].

Davis, KJ ;

Sinou, D .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 177 (02) :173-178

[7] Ruthenium-based metathesis initiators: Development and use in ring-opening metathesis polymerization [J].

Frenzel, U ;

Nuyken, O .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2002, 40 (17) :2895-2916

[8] Olefin metathesis [J].

Grubbs, RH .

TETRAHEDRON, 2004, 60 (34) :7117-7140

[9] Olefin-metathesis catalysts for the preparation of molecules and materials (Nobel lecture) [J].

Grubbs, Robert H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (23) :3760-3765

[10]

Gulajski L, 2008, GREEN CHEM, V10, P271, DOI 10.1039/b719493e

← 1 2 3 →