The asymmetric homogeneous hydrogenation of olefins with the rhodium complexes of (1S,2S)-1,2bis(diphenylphosphinamino)cyclohexane and (2S,3S)-2,3-bis(diphenylphosphinamino)butane.

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概要

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• The effect of triethylamine on asymmetric hydrogenation has been studied using the cationic rhodium complex of (1<I>S</I>,2<I>S</I>)-1,2-bis(diphenylphosphinamino)cyclohexane or (2<I>S</I>,3<I>S</I>)-2,3-bis(diphenylphosphinamino)butane as a catalyst. By the addition of triethylamine, higher optical yields are achieved in the hydrogenation of (<I>Z</I>)-α-acetamidocinnamic acid and itaconic acid and higher conversion rates are obtained in the hydrogenation of (<I>E</I>)-2-methylcinnamic acid, mesaconic acid, and citraconic acid. The specific effect of triethylamine on the substrates with a carboxyl group may be explained by the ionization of the carboxyl group, which coordinates the catalytic rhodium complex firmly.

• 公益社団法人 日本化学会の論文

著者

• Nakamura Asao

  Central Research Laboratories, Ajinomoto Co., Inc.

• Onuma Ken-ichi

  Central Research Laboratories, Ajinomoto Co., Inc.

• Ito Tomiyasu

  Central Research Laboratories, Ajinomoto Co., Inc.

関連論文

• Conformation of α-Aminobutyric Acid in Aqueous Solution
• The crystal and molecular structure of (trans-1,2-bis(diphenylphosphinamino)cyclohexane)(1,5-cyclooctadiene)rhodium(I) perchlorate dichloromethane solvate.
• The asymmetric homogeneous hydrogenation of olefins with the rhodium complexes of (1S,2S)-1,2bis(diphenylphosphinamino)cyclohexane and (2S,3S)-2,3-bis(diphenylphosphinamino)butane.
• Macroscopic and microscopic behavior of the eluent in liquid chromatography.
• Asymmetric hydrogenation with chiral aminophosphine-rhodium complexes and chiral recognition by bisphosphine-rhodium complexes in the asymmetric hydrogenation of olefins through the chiral helical conformation of phenyl groups on the phosphorus atom.

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