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探索催化转移氢化中的氢源:不饱和化合物还原综述

Exploring Hydrogen Sources in Catalytic Transfer Hydrogenation: A Review of Unsaturated Compound Reduction.

作者信息

Taleb Batoul, Jahjah Rabih, Cornu David, Bechelany Mikhael, Al Ajami Mohamad, Kataya Ghenwa, Hijazi Akram, El-Dakdouki Mohammad H

机构信息

Platform for Research and Analysis in Environmental Sciences (PRASE), Doctoral School of Science and Technology, Lebanese University, Beirut P.O. Box 6573/14, Lebanon.

Department of Chemistry, Faculty of Science, Beirut Arab University, Debbieh P.O. Box 11-5020, Lebanon.

出版信息

Molecules. 2023 Nov 11;28(22):7541. doi: 10.3390/molecules28227541.

Abstract

Catalytic transfer hydrogenation has emerged as a pivotal chemical process with transformative potential in various industries. This review highlights the significance of catalytic transfer hydrogenation, a reaction that facilitates the transfer of hydrogen from one molecule to another, using a distinct molecule as the hydrogen source in the presence of a catalyst. Unlike conventional direct hydrogenation, catalytic transfer hydrogenation offers numerous advantages, such as enhanced safety, cost-effective hydrogen donors, byproduct recyclability, catalyst accessibility, and the potential for catalytic asymmetric transfer hydrogenation, particularly with chiral ligands. Moreover, the diverse range of hydrogen donor molecules utilized in this reaction have been explored, shedding light on their unique properties and their impact on catalytic systems and the mechanism elucidation of some reactions. Alcohols such as methanol and isopropanol are prominent hydrogen donors, demonstrating remarkable efficacy in various reductions. Formic acid offers irreversible hydrogenation, preventing the occurrence of reverse reactions, and is extensively utilized in chiral compound synthesis. Unconventional donors such as 1,4-cyclohexadiene and glycerol have shown a good efficiency in reducing unsaturated compounds, with glycerol additionally serving as a green solvent in some transformations. The compatibility of these donors with various catalysts, substrates, and reaction conditions were all discussed. Furthermore, this paper outlines future trends which include the utilization of biomass-derived hydrogen donors, the exploration of hydrogen storage materials such as metal-organic frameworks (MOFs), catalyst development for enhanced activity and recyclability, and the utilization of eco-friendly solvents such as glycerol and ionic liquids. Innovative heating methods, diverse base materials, and continued research into catalyst-hydrogen donor interactions are aimed to shape the future of catalytic transfer hydrogenation, enhancing its selectivity and efficiency across various industries and applications.

摘要

催化转移氢化已成为一种关键的化学过程,在各个行业中具有变革潜力。本综述强调了催化转移氢化的重要性,该反应是在催化剂存在下,利用一种独特的分子作为氢源,促进氢从一个分子转移到另一个分子。与传统的直接氢化不同,催化转移氢化具有许多优点,如增强安全性、经济高效的氢供体、副产物可回收性、催化剂易获得性以及催化不对称转移氢化的潜力,特别是在手性配体方面。此外,还探讨了该反应中使用的各种氢供体分子,揭示了它们的独特性质及其对催化体系的影响以及一些反应的机理阐释。甲醇和异丙醇等醇类是突出的氢供体,在各种还原反应中显示出显著的效果。甲酸提供不可逆氢化,防止逆反应发生,广泛用于手性化合物合成。1,4 - 环己二烯和甘油等非常规供体在还原不饱和化合物方面表现出良好的效率,甘油在某些转化中还可作为绿色溶剂。讨论了这些供体与各种催化剂、底物和反应条件的兼容性。此外,本文概述了未来的趋势,包括利用生物质衍生的氢供体、探索金属有机框架(MOF)等储氢材料、开发活性和可回收性增强的催化剂以及利用甘油和离子液体等环保溶剂。创新的加热方法、多样的基础材料以及对催化剂 - 氢供体相互作用的持续研究旨在塑造催化转移氢化的未来,提高其在各个行业和应用中的选择性和效率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8bf2/10673347/d4e81591cb05/molecules-28-07541-sch001.jpg

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