Iron Dihydride Complex as the Pre-catalyst for Efficient Hydrosilylation of Aldehydes and Ketones Under Visible Light Activation

被引:83
作者
Castro, Luis C. Misal [1 ]
Bezier, David [1 ]
Sortais, Jean-Baptiste [1 ]
Darcel, Christophe [1 ]
机构
[1] Univ Rennes 1, CNRS, UMR Sci Chim Rennes 6226, Equipe Catalyse & Organometall, F-35042 Rennes, France
关键词
aldehydes; hydrosilylation; iron catalysis; ketones; reduction; ASYMMETRIC TRANSFER HYDROGENATION; CROSS-COUPLING REACTIONS; C-H; ENANTIOSELECTIVE HYDROSILYLATION; ORGANIC-SYNTHESIS; LIGANDS; POLYMETHYLHYDROSILOXANE; PHOTOCHEMISTRY; ACETOPHENONE; COORDINATION;
D O I
10.1002/adsc.201000676
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A general and efficient hydrosilylation of aldehydes and ketones into the corresponding alcohols using the well-defined bis(diphenylphosphino-ethane) iron dihydride complex as the pre-catalyst is reported using polymethylhydrosiloxane (PMHS) as the reducing silylating agent and sodium tetraethoxyborate [NaB(OEt)(4)] as a co-catalyst under visible light irradiation. The low catalyst loadings (0.1-1 mol%), the amount of economical hydride source, PMHS and the unconventional way of activation of the pre-catalyst make this new approach attractive.
引用
收藏
页码:1279 / 1284
页数:6
相关论文
共 67 条
  • [1] Chemo- and Stereoselective Iron-Catalyzed Hydrosilylation of Ketones
    Addis, Daniele
    Shaikh, Nadim
    Zhou, Shaolin
    Das, Shoubhik
    Junge, Kathrin
    Beller, Matthius
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2010, 5 (07) : 1687 - 1691
  • [2] [Anonymous], 2008, ANGEW CHEM, V120, P954, DOI DOI 10.1002/ANGE.200705115
  • [3] Aresta M., 1971, Inorganica Chimica Acta, V5, P115
  • [4] PHOTOCHEMICAL-SYNTHESIS AND REACTIONS OF FEH(C6H4PPHCH2CH2PPH2) (PPH2CH2CH2PPH2)
    AZIZIAN, H
    MORRIS, RH
    [J]. INORGANIC CHEMISTRY, 1983, 22 (01) : 6 - 9
  • [5] REACTION OF ETHYLENE WITH A COORDINATIVELY UNSATURATED IRON COMPLEX, FE(DEPE)2 - SP2 C-H BOND ACTIVATION WITHOUT PRIOR FORMATION OF A PI-COMPLEX
    BAKER, MV
    FIELD, LD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) : 7436 - 7438
  • [6] REACTION OF SP2 C-H BONDS IN UNACTIVATED ALKENES WITH BIS(DIPHOSPHINE) COMPLEXES OF IRON
    BAKER, MV
    FIELD, LD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) : 7433 - 7434
  • [7] PREPARATION AND X-RAY CRYSTAL-STRUCTURE OF FE(ME2PCH2CH2CH2PME2)2CL2
    BAMPOS, N
    FIELD, LD
    HAMBLEY, TW
    [J]. POLYHEDRON, 1992, 11 (10) : 1213 - 1218
  • [8] Preparation and molecular and electronic structures of iron(0) dinitrogen and silane complexes and their application to catalytic hydrogenation and hydrosilation
    Bart, SC
    Lobkovsky, E
    Chirik, PJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (42) : 13794 - 13807
  • [9] Synthesis of eta(2)-dihydrogen complex, trans-{Fe(eta(2)-H-2)(H)[1,2-bis(diphenylphosphino)ethane](2)}[BF4] - An experiment for an advanced inorganic chemistry laboratory involving synthesis and NMR properties of an eta(2)-H-2 complex
    Bautista, MT
    Bynum, LD
    Schauer, CK
    [J]. JOURNAL OF CHEMICAL EDUCATION, 1996, 73 (10) : 988 - 991
  • [10] Coordination and organometallic complexes of iron containing o-phenylenebis(dimethylphosphine) (pdmp).: Crystal and molecular structure of [Fe(η2-C2H4)(pdmp)2]
    Bennett, MA
    Ditzel, EJ
    Hunter, AD
    Khan, K
    Kopp, MR
    Neumann, H
    Robertson, GB
    Zeh, H
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (11): : 1733 - 1741