Heterogeneization of a new Ru(II) homogeneous asymmetric hydrogenation catalyst containing BINAP and the N-tridentate bpea ligand, through covalent attachment on amorphous AlPO4 support

被引:15
|
作者
Bautista, Felipa M.
Caballero, Veronica
Campelo, Juan M.
Luna, Diego
Marinas, Jose M.
Romero, Antonio A.
Romero, Isabel
Serrano, Isabel
Llobet, Antoni
机构
[1] Univ Cordoba, Dept Quim Organ, E-14014 Cordoba, Spain
[2] Univ Girona, Dept Quim, E-17071 Girona, Spain
[3] Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain
关键词
covalent heterogeneization; ruthenium coordination complex; binap ligand; N-tridentate bpea ligand; amorphous AlPO4; enantioselective hydrogenation; immobilized organometallic complex; hybrid organic-inorganic solids;
D O I
10.1007/s11244-006-0121-7
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Following a new methodology to obtain hybrid organic-inorganic solids, the homogeneous complex [Ru-II(bpea){(S)(-)(BINAP)}Cl](BF4), (bpea = N,N-bis(2-pyridylmethyl)ethylamine and BINAP = 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) has been covalently immobilized on an AlPO4 amorphous solid. It was tested in the successive liquid phase enantioselective hydrogenation of several prochiral substrates such us dimethyl itaconate, methyl 2-acetamidoacrylate and methyl 2-acetamidocinnamate, in CH2Cl2 as solvent, ([subs]/[cat] = 0.016/0.000352 = 45.4), hydrogen pressure 6.8 atm and 50-70 degrees C reaction temperatures. Results obtained indicate that the catalytic activity with a high enantioselectivity (99%) was maintained throughout 10 successive reactions. Furthermore, the immobilized catalyst was easily recovered when repeatedly used and handled for several days, under the same experimental conditions as those in a conventional heterogeneous supported Ru catalyst.
引用
收藏
页码:193 / 205
页数:13
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  • [1] Heterogeneization of a new Ru(II) homogeneous asymmetric hydrogenation catalyst containing BINAP and the N-tridentate bpea ligand, through covalent attachment on amorphous AlPO4 support
    Felipa M. Bautista
    Verónica Caballero
    Juan M. Campelo
    Diego Luna
    José M. Marinas
    Antonio A. Romero
    Isabel Romero
    Isabel Serrano
    Antoni Llobet
    [J]. Topics in Catalysis, 2006, 40 : 193 - 205