Heterogeneous asymmetric hydrogenation catalyst and application thereof

Abstract

The invention provides a heterogeneous catalyst for Beta-ketoesters and application thereof and belongs to the field of material synthesis and catalyst application.The catalyst comprises a metal component and a carrier.A preparation method of the catalyst carrier comprises: subjecting commonly used chiral ligand BINAP(2,2'-bis(diphenylphosphine)-1,1'-binaphthyl) not modified to Friedel-Crafts reaction, copolymerizing with other monomers such as benzene through L-acid catalysis by using dimethoxymethane as a cross-linking agent, acquiring a chiral hyper-cross-linked material of various ducts, mainly micropores, through a one-step method.The metal component uses Ru2(C6H6)2Cl4 as a metal precursor.By using the catalyst provided herein in asymmetric hydrogenation of methyl acetoacetate under 2-6 Mpa at 20-100 DEG C, it is possible to acquire high-activity and about 95% of enantio-selectivity in methanol solution, and more than six times of reuse are available.

Description

technical field [0001] The present invention relates to a heterogeneous asymmetric hydrogenation catalyst. The carrier is an organic porous polymer obtained by cross-linking BINAP ligand and other comonomers through a cross-linking agent dimethoxymethane. The method is not only simple, but also obtains high activity and high enantioselectivity when used in the catalytic hydrogenation reaction of methyl acetoacetate, and belongs to the field of material synthesis and catalyst application. Background technique [0002] Asymmetric hydrogenation is an important method for the synthesis of most chiral substances, so it has been extensively studied and industrially applied. Optically active secondary alcohols are important intermediates in organic synthesis, and many organic compounds with different uses can be synthesized from such compounds, such as chiral medicines and pesticides. The optical product β-hydroxy acid ester obtained by hydrogenation of β-keto ester is a chiral r...

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Problems solved by technology

After supporting metal Ru, it is used for asymmetric hydrogenation of a series of β-keto esters, and the result is a good yield of the target product and high enantioselectivity, but the catalyst preparation process is cumbersome

[0004] The existing problems of heterogeneous asymmetric hydrogenation catalysts mainly include: (1) through the method of immobilization of homogeneous catalysts, due to the influence of the chiral environment of the catalyst, the general catalytic activity is not as good as that of homogeneous catalysts

(2) Due to the poor chemical stability or thermal stability of the chiral ligand or its carrier (organic polymer carrier or inorganic carrier), the stability of the heterogeneous asymmetric hydrogenation catalyst needs to be further improved

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