Self-Assembled Bidentate Ligands for the Nickel-Catalyzed Hydrocyanation of Alkenes

被引：68

作者：

de Greef, Michiel ^{[1
]}

Breit, Bernhard ^{[1
]}

机构：

[1] Univ Freiburg, FRIAS, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 03期

关键词：

alkenes; homogeneous catalysis; hydrogen bonding; nickel; self-assembly; COMBINATORIAL HOMOGENEOUS CATALYSIS; ASYMMETRIC CATALYSIS; DIPHOSPHINE LIGANDS; BITE ANGLE; HYDRATION; STYRENE;

D O I：

10.1002/anie.200805092

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Well-stocked library: A catalyst with interesting activity, regioselectivity (rs), and functional-group tolerance could be identified from a 5x4 library of isoquinolone-or aminopyridine-derived self-assembled bidentate ligands. These ligands, which self-assemble through hydrogen bonding, form complexes with nickel(0) that appeared to be promising catalysts for the hydrocyanation of styrene (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：551 / 554

页数：4

共 32 条

[1] Nickel complexes involved in the isomerization of 2-methyl-3-butenenitrile [J].

Acosta-Ramirez, Alberto ;

Flores-Gaspar, Areli ;

Munoz-Hernandez, Miguel ;

Arevalo, Alma ;

Jones, William D. ;

Garcia, Juventino J. .

ORGANOMETALLICS, 2007, 26 (07) :1712-1720

[2]

[Anonymous], 2007, ANGEW CHEM

[3] Highly selective hydrocyanation of butadiene toward 3-pentenenitrile [J].

Bini, Laura ;

Mueller, Christian ;

Wilting, Jos ;

von Chrzanowski, Lars ;

Spek, Anthony L. ;

Vogt, Dieter .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (42) :12622-+

[4] Supramolecular approaches to generate libraries of chelating bidentate ligands for homogeneous catalysis [J].

Breit, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (42) :6816-6825

[5] Self-assembly of bidentate ligands for combinatorial homogeneous catalysis based on an A-T base-pair model [J].

Breit, B ;

Seiche, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (11) :1640-1643

[6] Hydrogen bonding as a construction element for bidentate donor ligands in homogeneous catalysis: Regioselective hydroformylation of terminal alkenes [J].

Breit, B ;

Seiche, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (22) :6608-6609

[7]

Breit B., 2005, Angew. Chem, V117, P1666

[8] Ligand Descriptor analysis in nickel-catalysed hydrocyanation: A combined experimental and theoretical study [J].

Burello, E ;

Marion, P ;

Galland, JC ;

Chamard, A ;

Rothenberg, G .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (06) :803-810

[9] LIGAND ELECTRONIC EFFECTS IN ASYMMETRIC CATALYSIS - ENHANCED ENANTIOSELECTIVITY IN THE ASYMMETRIC HYDROCYANATION OF VINYLARENES [J].

CASALNUOVO, AL ;

RAJANBABU, TV ;

AYERS, TA ;

WARREN, TH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (22) :9869-9882

[10] Self-assembled bidentate ligands for Ru-catalyzed anti-Markovnikov hydration of terminal alkynes [J].

Chevallier, F ;

Breit, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (10) :1599-1602

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