Synthesis of α,ω-epoxyaldehydes by hydroformylation of α,ω-epoxyalkenes

被引:8
作者
Botteghi, C
Marchetti, M
Paganelli, S
Scognamillo, S
机构
[1] CNR, Ist Applicaz Tecn Chim Avanzate Problemi Agro, I-07100 Sassari, Italy
[2] Univ Ca Foscari Venezia, Dipartimento Chim, I-30123 Venice, Italy
关键词
alpha; omega-epoxyalkenes; omega-epoxyaldehydes; hydroformylation; rhodium; xantphos;
D O I
10.1016/S1381-1169(01)00395-8
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
Linear alpha,omega-epoxyaldehydes with variable distance between the two functional groups, a class of interesting cross-linking agents for proteins, polysacharides and other polymeric compounds, can be conveniently prepared by hydroformylation of commercially available alpha,omega-epoxyalkenes catalyzed by rhodium/phosphine complexes. For example, 1,2-epoxyhex-5-ene (2b) was converted into 6,7-epoxyheptanal (1b) with 75-99% yields in the presence of the catalytic system HRh(CO)(PPh3)(3)/xantphos at 20 atm (CO/H-2 = 1) and at 40-100 degreesC. Operating at 40 degreesC practically regiospecific formation of the linear epoxyaldehyde was found. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
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页码:79 / 86
页数:8
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