Rhodium Complex Catalyzed Hydrogenation of α,β-Unsaturated Aldehydes to Unsaturated Alcohols

DOI PDF 被引用文献1件 参考文献6件 オープンアクセス
  • Tsutomu Mizoroki
    Research Laboratory of Resources Utilization, Tokyo Institute of Technology
  • Katsumi Seki
    Research Laboratory of Resources Utilization, Tokyo Institute of Technology
  • Shun-ichi Meguro
    Research Laboratory of Resources Utilization, Tokyo Institute of Technology
  • Atsumu Ozaki
    Research Laboratory of Resources Utilization, Tokyo Institute of Technology

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公開日
1977-08-01
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.50.2148
公開者
Oxford University Press (OUP)

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<jats:title>Abstract</jats:title> <jats:p>Rhodium complexes were found to be effective in catalyzing selective hydrogenation of cinnamaldehyde to cinnamyl alcohol in the presence of strongly basic amine such as triethylamine or N-methylpyrrolidine under oxo reaction conditions. The selectivity of analogous hydrogenation of aliphatic unsaturated aldehyde was poorer than that of aromatic aldehyde. When a catalytic amount of triphenylphosphine was added, the selectivity was drastically changed to exclusive formation of hydrocinnamaldehyde. In order to elucidate the nature of rhodiumamine interaction, Rh2Cl2(CO4) was immobilized on a cross-linked chloromethylated polystyrene which was functionalized with pyrrolidine, the polymer amine acting as a tertiary amine. The polymer–rhodium complex was found to be stable and to effect the selective hydrogenation of cinnamaldehyde, while addition of triphenylphosphine seemed to liberate the rhodium complex from the polymer. It is concluded that a rhodium–amine–carbonyl complex is responsible for the selective hydrogenation of α,β-unsaturated aldehyde to the unsaturated alcohol.</jats:p>

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