Metal-Free HB(C6F5)2-Catalyzed Hydrogenation of Unfunctionalized Olefins and Mechanism Study of Borane-Mediated σ-Bond Metathesis

被引：71

作者：

Wang, Yuwen ^{[1
]}

Chen, Weiqiang ^{[1
]}

Lu, Zhenpin ^{[1
]}

Li, Zhen Hua ^{[1
]}

Wang, Huadong ^{[1
]}

机构：

[1] Fudan Univ, Dept Chem, Shanghai Key Lab Mol Catalysis & Innovat Mat, Shanghai 200433, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 29期

关键词：

alkenes; boron; hydrogenation; metathesis; synthetic methods; FREE CATALYTIC-HYDROGENATION; FRUSTRATED LEWIS PAIRS; H-H; ACTIVATION; DIHYDROGEN; IMINES; DFT; BIS(PENTAFLUOROPHENYL)BORANE; REDUCTION; COMPLEXES;

D O I：

10.1002/anie.201303500

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Out with the metal: Metal-free hydrogenation of unfunctionalized olefins can be achieved by employing HB(C6F5)2 as the catalyst. The key step in the catalytic reaction is believed to involve a novel borane-mediated σ-bond metathesis, which has been investigated both experimentally and theoretically. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7496 / 7499

页数：4

共 66 条

[1]

[Anonymous], 1995, ANGEW CHEM

[2]

[Anonymous], 2007, The Handbook of Homogeneous Hydrogenation

[3]

[Anonymous], 2012, ANGEW CHEM, V124, P12533

[4]

Chase P.A., 2007, Angewandte Chemie, V119, P8196, DOI DOI 10.1002/ANGE.200702908

[5] Lewis acid-catalyzed hydrogenation:: B(C6F5)3-mediated reduction of imines and nitriles with H2 [J].

Chase, Preston A. ;

Jurca, Titel ;

Stephan, Douglas W. .

CHEMICAL COMMUNICATIONS, 2008, (14) :1701-1703

[6] Metal-free catalytic hydrogenation [J].

Chase, Preston A. ;

Welch, Gregory C. ;

Jurca, Titel ;

Stephan, Douglas W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (42) :8050-8053

[7]

Chen D., 2010, Angewandte Chemie, V122, P9665

[8] Metal-free catalytic hydrogenation of imines with tris(perfluorophenyl) borane [J].

Chen, Dianjun ;

Klankermayer, Juergen .

CHEMICAL COMMUNICATIONS, 2008, (18) :2130-2131

[9] Enantioselective Hydrogenation with Chiral Frustrated Lewis Pairs [J].

Chen, Dianjun ;

Wang, Yutian ;

Klankermayer, Juergen .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (49) :9475-9478

[10] HOMOGENEOUS HYDROGENATION CATALYZED BY BORANES [J].

DEWITT, EJ ;

TRAPASSO, LE ;

RAMP, FL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (22) :4672-&

← 1 2 3 4 5 6 7 →