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一种以二胺为导向的生物精炼概念,使用氨和雷尼镍作为多功能催化剂。

A Diamine-Oriented Biorefinery Concept Using Ammonia and Raney Ni as a Multifaceted Catalyst.

作者信息

Wu Xianyuan, De Bruyn Mario, Barta Katalin

机构信息

University of Groningen Stratingh Institute for Chemistry Groningen The Netherlands.

University of Graz Department of Chemistry, Organic and Bioorganic Chemistry Heinrichstraße 28/II 8010 Graz Austria.

出版信息

Chem Ing Tech. 2022 Nov;94(11):1808-1817. doi: 10.1002/cite.202200091. Epub 2022 Sep 19.

DOI:10.1002/cite.202200091
PMID:36632530
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9826469/
Abstract

Diamines are important industrial chemicals. In this paper we outline the feasibility of lignocellulose as a source of diol-containing molecules. We also illustrate the possibility of turning these diols into their diamines in good to excellent yields. Central to these transformations is the use of commercially available Raney Ni. For diol formation, the Raney Ni engages in hydrogenation and often also demethoxylation, that way funneling multiple components to one single molecule. For diamine formation, Raney Ni catalyzes hydrogen-borrowing mediated diamination in the presence of NH.

摘要

二胺是重要的工业化学品。在本文中,我们概述了木质纤维素作为含二醇分子来源的可行性。我们还说明了将这些二醇以良好至优异的产率转化为其二胺的可能性。这些转化的核心是使用市售的雷尼镍。对于二醇的形成,雷尼镍参与氢化反应,并且常常还进行脱甲氧基化反应,通过这种方式将多种成分汇聚到一个单一分子中。对于二胺的形成,雷尼镍在NH存在下催化借氢介导的胺化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/dfb37c09a927/CITE-94-1808-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/557ed98e6735/CITE-94-1808-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/6d00af796b32/CITE-94-1808-g002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/dfb37c09a927/CITE-94-1808-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/557ed98e6735/CITE-94-1808-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/6d00af796b32/CITE-94-1808-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/36e569ddec4e/CITE-94-1808-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5dc3/9826469/dfb37c09a927/CITE-94-1808-g005.jpg

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本文引用的文献

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Catalytic Hydroconversion of 5-HMF to Value-Added Chemicals: Insights into the Role of Catalyst Properties and Feedstock Purity.
5-羟甲基糠醛的催化加氢转化为高附加值化学品:催化剂性质和原料纯度的作用研究。
ChemSusChem. 2022 Jul 7;15(13):e202200412. doi: 10.1002/cssc.202200412. Epub 2022 Apr 29.
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Reductive Amination of 5-Hydroxymethylfurfural to 2,5-Bis(aminomethyl)furan over Alumina-Supported Ni-Based Catalytic Systems.氧化铝负载镍基催化体系还原 5-羟甲基糠醛制备 2,5-双(氨甲基)呋喃。
ChemSusChem. 2022 Jul 7;15(13):e202200233. doi: 10.1002/cssc.202200233. Epub 2022 Mar 10.
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The Interplay between Kinetics and Thermodynamics in Furan Diels-Alder Chemistry for Sustainable Chemicals Production.呋喃 Diels-Alder 化学中动力学和热力学的相互作用在可持续化学品生产中的应用。
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Catalytic Furfural/5-Hydroxymethyl Furfural Oxidation to Furoic Acid/Furan-2,5-dicarboxylic Acid with H Production Using Alkaline Water as the Formal Oxidant.碱性水作为氧化剂,通过催化糠醛/5-羟甲基糠醛氧化制备糠酸/2,5-呋喃二甲酸并同时产氢。
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Furoic acid and derivatives as atypical dienes in Diels-Alder reactions.呋喃甲酸及其衍生物作为狄尔斯-阿尔德反应中的非典型双烯体
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