Enantioface-differentiating hydrogenation of the CO double bond using a modified Raney nickel: Role of the carboxylic acid added to the reaction system

Q4 Chemical Engineering

分子催化 Pub Date : 1994-10-13 DOI:10.1016/0304-5102(94)00090-5

Tadao Harada , Toshihiro Kawamura , Shiro Haikawa , Tsutomu Osawa

引用次数: 13

Abstract

A tartaric acid—sodium bromide—modified Raney nickel (TANaBrMRNi) is a unique catalyst for the enantioface-differentiating hydrogenation of 2-alkanones and β-ketoesters. The addition of carboxylic acid to the reaction system results in improvement of the optical yield over this catalyst. In this study, the enantioface-differentiating hydrogenations of 2-octanone and methyl acetoacetate were carried out to clarify how the added carboxylic acids improve the efficiency of the enantio-differentiation of the substrates over TANaBrMRNi. The participation of the conjugate bases and protons generated from the added carboxylic acid during the hydrogenation of 2-alkanones and β-ketoesters is proposed.

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用改性的雷尼镍对CO双键进行对映面分化氢化:加入反应体系的羧酸的作用

酒石酸-溴化钠修饰的Raney镍(TANaBrMRNi)是2-烷酮和β-酮酯对映面分化加氢反应的独特催化剂。在反应体系中加入羧酸可提高该催化剂的光收率。在本研究中，对2-辛酮和乙酰乙酸甲酯进行了对映体分化氢化，以阐明添加的羧酸如何提高底物对TANaBrMRNi的对映体分化效率。在2-烷酮和β-酮酯的加氢过程中，羧酸所产生的共轭碱和质子参与了反应。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

分子催化 Chemical Engineering-Catalysis

CiteScore

1.50

自引率

0.00%

发文量

2959

期刊介绍： Journal of Molecular Catalysis (China) is a bimonthly journal, founded in 1987. It is a bimonthly journal, founded in 1987, sponsored by Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, under the supervision of Chinese Academy of Sciences, and published by Science Publishing House, which is a scholarly journal openly circulated both at home and abroad. The journal mainly reports the latest progress and research results on molecular catalysis. It contains academic papers, research briefs, research reports and progress reviews. The content focuses on coordination catalysis, enzyme catalysis, light-ribbed catalysis, stereochemistry in catalysis, catalytic reaction mechanism and kinetics, the study of catalyst surface states and the application of quantum chemistry in catalysis. We also provide contributions on the activation, deactivation and regeneration of homogeneous catalysts, solidified homogeneous catalysts and solidified enzyme catalysts in industrial catalytic processes, as well as on the optimisation and characterisation of catalysts for new catalytic processes. The main target readers are scientists and postgraduates working in catalysis in research institutes, industrial and mining enterprises, as well as teachers and students of chemistry and chemical engineering departments in colleges and universities. Contributions from related professionals are welcome.