Advances in Primary Amine Synthesis by Reductive Amination of Alcohols Using Heterogeneous Metal Catalysts

被引：0

作者：

Liu Y.-X. ^{[1
]}

Shu H.-M. ^{[1
]}

Liu H.-Y. ^{[2
]}

Liu X.-S. ^{[1
]}

Zeng M. ^{[1
]}

Zhou K. ^{[1
]}

Wei Z.-J. ^{[2
]}

机构：

[1] Research and Development Base of Catalytic Hydrogenation, College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou

[2] Key Laboratory of Biomass Chemical Engineering of the Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou

来源：

Gao Xiao Hua Xue Gong Cheng Xue Bao/Journal of Chemical Engineering of Chinese Universities | 2018年 / 32卷 / 03期

关键词：

Alcohols; Heterogeneous catalyst; Primary amine; Reductive amination;

D O I：

10.3969/j.issn.1003-9015.2018.03.001

中图分类号：

学科分类号：

摘要：

Application of heterogeneous metal catalysts in the synthesis of primary amines via reductive amination of alcohols and NH3 is reviewed. Reaction mechanism of alcohol amination (including condensation amination and reductive amination) and catalytic systems used for reductive amination are summarized. Alcohol dehydrogenation is the rate-limiting step in reductive amination of alcohols and NH3. In addition, metal dehydrogenation activity varies due to their different adsorption capacities for NH3 and amines. Furthermore, this review gives an overview of primary amine synthesis, including the development of heterogeneous catalysts for reductive amination of alcohols and NH3 by hydrogen-autotransfer amination without hydrogen, employment of suitable supports and synthesis technology of primary amine compounds from biomass-based alcohols. © 2018, Editorial Board of "Journal of Chemical Engineering of Chinese Universities". All right reserved.

引用

页码：487 / 498

页数：11

共 71 条

[1] Bahn S., Imm S., Neubert L., Et al., The catalytic amination of alcohols, ChemCatChem, 3, 12, pp. 1853-1864, (2011)
[2] Shen Q., Hartwig J.F., Palladium-catalyzed coupling of ammonia and lithium amide with aryl halides, Journal of the American Chemical Society, 128, 31, pp. 10028-10029, (2006)
[3] Willis M.C., Palladium-catalyzed coupling of ammonia and hydroxide with aryl halides: the direct synthesis of primary anilines and phenols, Angewandte Chemie International Edition, 46, 19, pp. 3402-3404, (2007)
[4] Laval S., Dayoub W., Favre-Reguillon A., Et al., A mild and efficient method for the reduction of nitriles, Tetrahedron Letters, 50, 50, pp. 7005-7007, (2009)
[5] Liu Y.X., Zhou K., Lu M., Et al., Acidic/basic oxides-supported cobalt catalysts for one-pot synthesis of isophorone diamine from hydroamination of isophorone nitrile, Industrial & Engineering Chemistry Research, 54, 37, pp. 9124-9132, (2015)
[6] Yin B.L., Hu T.S., Wu Y.L., Hydroamination of olefin in a special conjugated spiroketal enol ether system, diastereoselective synthesis of amino-containing tonghaosu analogs, Tetrahedron Letters, 45, 9, pp. 2017-2021, (2004)
[7] Klein H., Jackstell R., Kant M., Et al., First catalytic hydroaminomethylation in supercritical ammonia, Chemical Engineering & Technology, 30, 6, pp. 721-725, (2007)
[8] Junge K., Wendt B., Shaikh N., Et al., Iron-catalyzed selective reduction of nitroarenes to anilines using organosilanes, Chemical Communications, 46, 10, pp. 1769-1771, (2010)
[9] Lou X.B., He L., Qian Y., Et al., Highly chemo- and regioselective transfer reduction of aromatic nitro compounds using ammonium formate catalyzed by supported gold nanoparticles, Advanced Synthesis & Catalysis, 353, 2-3, pp. 281-286, (2011)
[10] Baiker A., Kijenski J., Catalytic synthesis of higher aliphatic amines from the corresponding alcohols, Catalysis Reviews-Science and Engineering, 27, 4, pp. 653-697, (1985)

← 1 2 3 4 5 6 7 8 →