A non-cross-linked soluble polystyrene-supported ruthenium catalyst for carbenoid transfer reactions

被引：28
作者：
Chi, Matthew Kwok-Wai [1 ,2 ]
Yu, Wing-Yiu [3 ]
So, Man-Ho [1 ,2 ]
Zhou, Cong-Ying [1 ,2 ]
Deng, Qing-Hai [1 ,2 ,4 ]
Che, Chi-Ming [1 ,2 ,4 ]
机构：
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Univ Hong Kong, Open Lab Chem Biol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China
[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2008年 / 3卷 / 8-9期
关键词：
carbenoid; catalysis; nanoparticles; ruthenium; soluble polymers;
D O I：
10.1002/asia.200800144
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ruthenium nanoparticles supported on non-cross-linked soluble polystyrene were prepared by reacting [RuCl2(C6H5CO2Et)](2) with polystyrene in open air. They effectively catalyze intra- and intermolecular carbenoid insertion into C-H and N-H bonds, alkene cyclopropanation, and ammonium ylide/[2,3]-sigmatropic rearrangement reactions. This supported ruthenium catalyst is much more reactive than [RuCl2(p-cymene)](2) and [Ru(Por)CO] for catalytic intermolecular carbenoid C-H bond insertion into saturated alkanes. By using alpha-diazoacetamide as a substrate for intramolecular carbenoid C-H insertion, the supported ruthenium catalyst can be recovered and reused for ten successive iterations without significant loss of activity.
引用
收藏
页码：1256 / 1265
页数：10
相关论文
共 80 条
  • [1] Akiyama R, 2002, ANGEW CHEM INT EDIT, V41, P2602, DOI 10.1002/1521-3773(20020715)41:14<2602::AID-ANIE2602>3.0.CO
  • [2] 2-3
  • [3] Akiyama R, 2001, ANGEW CHEM INT EDIT, V40, P3469, DOI 10.1002/1521-3773(20010917)40:18<3469::AID-ANIE3469>3.0.CO
  • [4] 2-T
  • [5] Akiyama R, 2002, ANGEW CHEM, V114, P2714
  • [6] Akiyama R., 2001, ANGEW CHEM-GER EDIT, V113, P3577
  • [7] Polymer-supported organic catalysts
    Benaglia, M
    Puglisi, A
    Cozzi, F
    [J]. CHEMICAL REVIEWS, 2003, 103 (09) : 3401 - 3429
  • [8] Soluble polyisobutylene-supported reusable catalysts for olefin cyclopropanation
    Bergbreiter, David E.
    Tian, Jianhua
    [J]. TETRAHEDRON LETTERS, 2007, 48 (26) : 4499 - 4503
  • [9] Using soluble polymers to recover catalysts and ligands
    Bergbreiter, DE
    [J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3345 - 3383
  • [10] Poly(4-tert-butylstyrene) as a soluble polymer support in homogeneous catalysis
    Bergbreiter, DE
    Li, CM
    [J]. ORGANIC LETTERS, 2003, 5 (14) : 2445 - 2447
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