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甲醇作为商业 Pt/C 催化剂促进的还原反应的潜在氢源。

Methanol as a Potential Hydrogen Source for Reduction Reactions Enabled by a Commercial Pt/C Catalyst.

机构信息

Chemical and Material Sciences Division, CSIR─Indian Institute of Petroleum, Mohkampur, Dehradun 248005, India.

Academy of Scientific and Innovative Research (AcSIR), CSIR-HRDC Campus, Joggers Road, Kamla Nehru Nagar, Ghaziabad 201 002, Uttar Pradesh, India.

出版信息

J Org Chem. 2023 Feb 17;88(4):2245-2259. doi: 10.1021/acs.joc.2c02657. Epub 2023 Feb 8.

Abstract

Catalytic reduction reactions using methanol as a transfer hydrogenating agent is gaining significant attention because this simple alcohol is inexpensive and produced on a bulk scale. Herein, we report the catalytic utilization of methanol as a hydrogen source for the reduction of different functional organic compounds such as nitroarenes, olefins, and carbonyl compounds. The key to the success of this transformation is the use of a commercially available Pt/C catalyst, which enabled the transfer hydrogenation of a series of simple and functionalized nitroarenes-to-anilines, alkenes-to-alkanes, and aldehydes-to-alcohols using methanol as both the solvent and hydrogen donor. The practicability of this Pt-based protocol is showcased by demonstrating catalyst recycling and reusability as well as reaction upscaling. In addition, the Pt/C catalytic system was also adaptable for the -methylation and -alkylation of anilines via the borrowing hydrogen process. This work provides a simple and flexible approach to prepare a variety of value-added products from readily available methanol, Pt/C, and other starting materials.

摘要

使用甲醇作为转移氢化试剂的催化还原反应引起了人们的极大关注,因为这种简单的醇价格低廉,并且可以大规模生产。在此,我们报告了甲醇作为氢源在还原各种功能有机化合物(如硝基芳烃、烯烃和羰基化合物)中的催化利用。这种转化成功的关键是使用市售的 Pt/C 催化剂,该催化剂能够使一系列简单和功能化的硝基芳烃还原为苯胺、烯烃还原为烷烃、醛还原为醇,甲醇既作为溶剂又作为氢供体。通过展示催化剂的循环回收和再利用以及反应放大,证明了该基于 Pt 的方案的实用性。此外,Pt/C 催化体系还适用于通过借氢过程对苯胺进行 -甲基化和 -烷基化。这项工作提供了一种简单灵活的方法,可从易得的甲醇、Pt/C 和其他起始原料制备各种有价值的产品。

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