Behaviour of water-soluble dinuclear rhodium complexes in the hydroformylation reaction of oct-1-ene |
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Authors: | Fanny Monteil Ren Queau Philippe Kalck |
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Institution: | Laboratoire de Chimie des Procédés, Ecole Nationale Supérieure de Chimie de Toulouse, 118 route de Narbonne, 31077 Toulouse Cédex France |
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Abstract: | The biphasic hydroformylation reaction of oct-1-ene, has been investigated by using the water-soluble dinuclear complex Rh2(μ-StBu)2(CO)2(TPPTS)2] as precursor. Addition of ethanol as a cosolvent dramatically improved the yields but the good regioselectivity in linear aldehyde observed for neat oct-1-ene—water systems (97%) decreased to 83% (for 22% ethanol w/w). It is shown that the dinuclear framework cannot be maintained, that the mononuclear complex RhH(CO)(TPPTS)3] is formed, and that thiol and significant amounts of Rh2(μ-StBu)2(CO)4] move into the organic phase. This reaction from the dinuclear species requires the simultaneous presence of water and carbon monoxide. Introduction of the water-soluble thiol HS(CH2)3NMe2 in the bridging positions affords the complex Rh2(μ-S(CH 2)3NHMe2)2(CO)2(TPPTS)2]Cl2 which can be kept in the aqueous hase but has a low level of catalytic activity. |
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Keywords: | Rhodium Hydroformylation Alkenes Biphasic catalysis |
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