Novel rhodium catalyst for asymmetric hydroformylation of styrene: Study of electronic and steric effects of phosphorus seven-membered ring ligands

被引:28
作者
Erre, Giulia [1 ]
Enthaler, Stephan [1 ]
Junge, Kathrin [1 ]
Gladiali, Serafino [2 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[2] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy
关键词
asymmetric hydroformylation; rhodium; monodentate phosphines;
D O I
10.1016/j.molcata.2007.10.023
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The asymmetric hydroformylation of styrene catalysed by rhodium complexes modified by monodentate phosphepine ligands has been investigated. The effects of a systematic variation of the phosphorus substituent on catalytic activity and selectivity are reported as well as the outcome of a combinatorial approach for the formation of mixed ligands complexes with several commercially available ligands. Effective catalytic systems have been devised for the reaction that provide for full conversion within 24h and regioselectivity up to 96% in the branched aldehyde and enantioselectivities up to 48%. The use of bidentate ligands built up by binaphthyl-supported seven-membered phosphacyclic units does not allow for further improvement in the reaction outcome. (C) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:148 / 155
页数:8
相关论文
共 55 条
[51]   Conjugate addition of diethylzinc to α,β-unsaturated lactones catalyzed by copper-phosphite complexes [J].
Yan, M ;
Zhou, ZY ;
Chan, ASC .
CHEMICAL COMMUNICATIONS, 2000, (02) :115-116
[52]   Enantioselective conjugate addition of diethylzinc to enones catalyzed by a copper complex of chiral aryl diphosphite [J].
Yan, M ;
Yang, LW ;
Wong, KY ;
Chan, ASC .
CHEMICAL COMMUNICATIONS, 1999, (01) :11-12
[53]   A hybrid phosphorus ligand for highly enantioselective asymmetric hydroformylation [J].
Yan, Yongjun ;
Zhang, Xumu .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) :7198-7202
[54]  
Zapf A, 2000, ANGEW CHEM INT EDIT, V39, P4153, DOI 10.1002/1521-3773(20001117)39:22<4153::AID-ANIE4153>3.0.CO
[55]  
2-T