Ferrocene-based aminophosphine ligands in the Ru(II)-catalysed asymmetric hydrogenation of ketones: assessment of the relative importance of planar versus carbon-centred chirality

被引:27
作者
Chen, Weiping [1 ]
Mbafor, William [1 ]
Roberts, Stanley M. [1 ]
Whittall, John [1 ]
机构
[1] Univ Liverpool, Dept Chem, StylaCats Ltd, Liverpool L69 7ZD, Merseyside, England
关键词
D O I
10.1016/j.tetasy.2006.04.033
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Several ferrocene-based aminophosphine ligands have been prepared and shown to be effective in the Ru(II)-catalysed asymmetric hydrogenation of ketones. The enantioselectivity is mainly determined by the carbon-centred chirality of the ligands but the planar chirality is also important such that (R-C,S-FC)- or (S-C,R-FC)- are the matched chiralities. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1161 / 1164
页数:4
相关论文
共 41 条
  • [1] Synthesis of ruthenium hydride complexes containing beta-aminophosphine ligands derived from amino acids and their use in the H2-hydrogenation of ketones and imines
    Abdur-Rashid, K
    Guo, RW
    Lough, AJ
    Morris, RH
    Song, DT
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (04) : 571 - 579
  • [2] Mechanism of the hydrogenation of ketones catalyzed by trans-dihydrido(diamine)ruthenium(II) complexes
    Abdur-Rashid, K
    Clapham, SE
    Hadzovic, A
    Harvey, JN
    Lough, AJ
    Morris, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (50) : 15104 - 15118
  • [3] RuHCl(diphosphine)(diamine): Catalyst precursors for the stereoselective hydrogenation of ketones and imines
    Abdur-Rashid, K
    Lough, AJ
    Morris, RH
    [J]. ORGANOMETALLICS, 2001, 20 (06) : 1047 - 1049
  • [4] Selective hydrogenation for fine chemicals: Recent trends and new developments
    Blaser, HU
    Malan, C
    Pugin, B
    Spindler, F
    Steiner, H
    Studer, M
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) : 103 - 151
  • [5] CHEN W, IN PRESS CHEM COMMU
  • [6] Asymmetric activation of conformationally flexible monodentate phosphites for enantioselective hydrogenation
    Chen, WP
    Xiao, JL
    [J]. TETRAHEDRON LETTERS, 2001, 42 (49) : 8737 - 8740
  • [7] A very simple, highly stereoselective and modular synthesis of ferrocene-based P-chiral phosphine ligands
    Chen, WP
    Mbafor, W
    Roberts, SM
    Whittall, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) : 3922 - 3923
  • [8] Dendritic BINAP based system for asymmetric hydrogenation of simple aryl ketones
    Deng, GJ
    Fan, QH
    Chen, XM
    Liu, GH
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 193 (1-2) : 21 - 25
  • [9] Du XD, 1998, CHINESE J CHEM, V16, P90
  • [10] Asymmetric hydrogenation of ketones catalyzed by RuII-bicp complexes
    Genov, DG
    Ager, DJ
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (21) : 2816 - 2819