The catalytic performance of Ru-NHC alkylidene complexes: PCy3 versus pyridine as the dissociating ligand

被引：10
作者：
Krehl, Stefan [1 ]
Geissler, Diana [1 ]
Hauke, Sylvia [1 ]
Kunz, Oliver [1 ]
Staude, Lucia [1 ]
Schmidt, Bernd [1 ]
机构：
[1] Univ Potsdam, Inst Chem, D-14476 Golm, Germany
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 6卷
关键词：
homogeneous catalysis; N-heterocyclic carbenes; olefin metathesis; pyridine ligand; Ruthenium carbene complexes; RING-CLOSING METATHESIS; N-HETEROCYCLIC CARBENES; ALLYLIC HYDROXY GROUP; OLEFIN METATHESIS; RUTHENIUM CARBENE; ENYNE METATHESIS; CROSS-METATHESIS; ALLENYLIDENE COMPLEXES; TERMINAL ALKYNES; PRIMARY ALCOHOLS;
D O I：
10.3762/bjoc.6.136
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The catalytic performance of NHC-ligated Ru-indenylidene or benzylidene complexes bearing a tricyclohexylphosphine or a pyridine ligand in ring closing metathesis (RCM), cross metathesis, and ring closing enyne metathesis (RCEYM) reactions is compared. While the PCy3 complexes perform significantly better in RCM and RCEYM reactions than the pyridine complex, all catalysts show similar activity in cross metathesis reactions.
引用
收藏
页码：1188 / 1198
页数：11
相关论文
共 68 条
[1]   Solvents for ring-closing metathesis reactions [J].
Adjiman, Claire S. ;
Clarke, Adam J. ;
Cooper, Gregory ;
Taylor, Paul C. .
CHEMICAL COMMUNICATIONS, 2008, (24) :2806-2808
[2]   Lewis-acid assisted cross metathesis of acrylonitrile with functionalized olefins catalyzed by phosphine-free ruthenium carbene complex [J].
Bai, CX ;
Lu, XB ;
He, R ;
Zhang, WZ ;
Feng, XJ .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (22) :4139-4142
[3]   Highly active phosphine-free carbene ruthenium catalyst for cross-metathesis of acrylonitrile with functionalized olefins [J].
Bai, CX ;
Zhang, WZ ;
He, R ;
Lu, XB ;
Zhang, ZQ .
TETRAHEDRON LETTERS, 2005, 46 (42) :7225-7228
[4]   Ruthenium Complexes Bearing Two N-Heterocyclic Carbene Ligands in Low Catalyst Loading Olefin Metathesis Reactions [J].
Bantreil, Xavier ;
Randall, Rebecca A. M. ;
Slawin, Alexandra M. Z. ;
Nolan, Steven P. .
ORGANOMETALLICS, 2010, 29 (13) :3007-3011
[5]   Ruthenium-indenylidene complexes: powerful tools for metathesis transformations [J].
Boeda, Fabien ;
Clavier, Herve ;
Nolan, Steven P. .
CHEMICAL COMMUNICATIONS, 2008, (24) :2726-2740
[6]   Metal vinylidenes in catalysis [J].
Bruneau, C ;
Dixneuf, PH .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (04) :311-323
[7]   Controlled living ring-opening metathesis polymerization with a ruthenium indenylidene initiator [J].
Burtscher, Daniel ;
Lexer, Christina ;
Mereiter, Kurt ;
Winde, Roland ;
Karch, Ralf ;
Slugovc, Christian .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (13) :4630-4635
[8]   Controlled living ring-opening-metathesis polymerization by a fast-initiating ruthenium catalyst [J].
Choi, TL ;
Grubbs, RH .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (15) :1743-1746
[9]   A pyridine-containing ruthenium-indenylidene complex: Synthesis and activity in ring-closing metathesis [J].
Clavier, Herve ;
Petersen, Jeffrey L. ;
Nolan, Steven P. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (24-25) :5444-5447
[10]   Recent developments in olefin cross-metathesis [J].
Connon, SJ ;
Blechert, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (17) :1900-1923
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