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用于通过醇与氨的有氧氧化偶联合成腈的铂基多相催化剂。

Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative Coupling of Alcohols and Ammonia.

作者信息

Preger Yuliya, Root Thatcher W, Stahl Shannon S

机构信息

Department of Chemical and Biological Engineering, University of Wisconsin-Madison, 1415 Engineering Drive, Madison, Wisconsin 53706, United States.

Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.

出版信息

ACS Omega. 2018 Jun 5;3(6):6091-6096. doi: 10.1021/acsomega.8b00911. eCollection 2018 Jun 30.

DOI:10.1021/acsomega.8b00911
PMID:31458796
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6644636/
Abstract

Transition-metal-catalyzed aerobic oxidative coupling of alcohols and ammonia represents an attractive atom-economical synthetic route to prepare nitriles. Heterogeneous platinum catalysts have been widely used for aerobic alcohol oxidation to aldehydes and carboxylic acids but have not been applied to nitrile synthesis. In this work, we show that carbon-supported Pt catalysts are effective for this transformation. Unpromoted Pt is competent with benzylic substrates bearing either electron-donating or electron-withdrawing substituents. Use of both KCO and Bi additives accelerates the rate of alcohol oxidation and affords high yields with challenging heterocyclic alcohols.

摘要

过渡金属催化的醇与氨的有氧氧化偶联反应是一种颇具吸引力的原子经济性合成路线，用于制备腈类化合物。多相铂催化剂已被广泛用于将醇有氧氧化为醛和羧酸，但尚未应用于腈的合成。在本工作中，我们表明碳负载的铂催化剂对这种转化是有效的。未促进的铂对于带有供电子或吸电子取代基的苄基底物是有效的。使用碳酸钾和铋添加剂均可加速醇氧化的速率，并能以具有挑战性的杂环醇获得高产率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/21bbfef33108/ao-2018-00911s_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/ef277f6b9c10/ao-2018-00911s_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/500a6b12f462/ao-2018-00911s_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/d24f0cc4c7bb/ao-2018-00911s_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/a16848623fe3/ao-2018-00911s_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/21bbfef33108/ao-2018-00911s_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/ef277f6b9c10/ao-2018-00911s_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/500a6b12f462/ao-2018-00911s_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/d24f0cc4c7bb/ao-2018-00911s_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/a16848623fe3/ao-2018-00911s_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e55/6644636/21bbfef33108/ao-2018-00911s_0004.jpg

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Nat Commun. 2014 Jul 9;5:4123. doi: 10.1038/ncomms5123.
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