Asymmetric hydroformylation of vinyl arenes catalyzed by furanoside diphosphinites-Rh(I) complexes

被引：11
|
作者：
Guimet, E
Parada, J
Diéguez, M
Ruiz, A
Claver, C
机构：
[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43005, Spain
[2] Univ Chile, Fac Ciencias Quim & Farmaceut, Dept Quim Inorgan & Analit, Santiago, Chile
来源：
APPLIED CATALYSIS A-GENERAL | 2005年 / 282卷 / 1-2期
关键词：
furanoside ligands; diphosphinite ligands; asymmetric hydroformylation;
D O I：
10.1016/j.apcata.2004.12.013
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：
Diphosphinite ligands 2 and 3, easily prepared from inexpensive D(+)-xylose in few steps, were tested in the Rh-catalyzed asymmetric hydroformylation of several vinyl arenes. High regio-selectivities in branched aldehyde (up to 99%) and moderate enantio-selectivity (up to 63%) were found (20-40 degrees C, 30-60 bar of syn gas). For the first time, the structure in solution of the species formed under hydroformylation conditions with diphosphinite ligands was determined. (c) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码：215 / 220
页数：6
相关论文
共 50 条
  • [31] Synthesis of α-heteroarylpropanoic acid via asymmetric hydroformylation catalyzed by Rh(I)-(R,S)-BINAPHOS and the subsequent oxidation
    Tanaka, Ryo
    Nakano, Koji
    Nozaki, Kyoko
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (23): : 8671 - 8676
  • [32] Recent advances in Rh-catalyzed asymmetric hydroformylation using phosphite ligands
    Diéguez, M
    Pàmies, O
    Claver, C
    TETRAHEDRON-ASYMMETRY, 2004, 15 (14) : 2113 - 2122
  • [33] Mechanistic analysis of cu(i)-catalyzed boracarboxylation of vinyl arenes
    Baughman, Notashia
    Akhmedov, Novruz
    Popp, Brian
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [34] Mechanistic aspects of asymmetric hydroformylation of olefins catalyzed by chiral phosphine-phosphite-rhodium(I) complexes
    Horiuchi, T
    Shirakawa, E
    Nozaki, K
    Takaya, H
    ORGANOMETALLICS, 1997, 16 (13) : 2981 - 2986
  • [35] Asymmetric Rh-catalyzed hydrogenation using a furanoside phosphite-phosphoroamidite and diphosphoroamidite ligand library
    Coll, Mercedes
    Pamies, Oscar
    Dieguez, Montserrat
    DALTON TRANSACTIONS, 2012, 41 (10) : 3038 - 3045
  • [36] A new stereocontrolled approach to 1 beta-methylcarbapenem: Asymmetric hydroformylation of 4-vinyl beta-lactams catalyzed by Rh(I) complexes of chiral phosphine-phosphites and phosphine-phosphinites
    Nozaki, K
    Li, WG
    Horiuchi, T
    Takaya, H
    Saito, T
    Yoshida, A
    Matsumura, K
    Kato, Y
    Imai, T
    Miura, T
    Kumobayashi, H
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (22): : 7658 - 7659
  • [37] A RH-103 NMR-STUDY OF SOME COMPLEXES INVOLVED IN RH(I) CATALYZED ASYMMETRIC HYDROGENATION
    BENDER, BR
    KOLLER, M
    NANZ, D
    VONPHILIPSBORN, W
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 204 : 410 - INOR
  • [38] ASYMMETRIC HYDROFORMYLATION CATALYZED BY POLYMER-SUPPORTED CHIRAL PLATINUM COMPLEXES
    PARRINELLO, G
    STILLE, JK
    REACTIVE POLYMERS, 1988, 9 (01): : 121 - 121
  • [39] Asymmetric synthesis. Part 29: Asymmetric hydroformylation of styrene catalyzed by chiral spiro diphosphite-rhodium(I) complexes
    Jiang, YZ
    Xue, S
    Li, Z
    Deng, JG
    Mi, AQ
    Chan, ASC
    TETRAHEDRON-ASYMMETRY, 1998, 9 (18) : 3185 - 3189
  • [40] Quantum mechanical modelling of alkene hydroformylation as catalyzed by xantphos-Rh complexes
    Landis, CR
    Uddin, J
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (05): : 729 - 742
12345