Facile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol

doi:10.1021/acs.iecr.1c04156

GIEC OpenIR

	Facile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol
	Zhang, Mingyue 1,2; Liu, Jianguo 5; Yang, Bo 6; Ma, Longlong5 ; Wang, Nan 1,3; Wei, Xiuzhi 1,4
	2022-01-19
发表期刊	INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
ISSN	0888-5885
卷号	61 期号:2 页码:1066-1077
通讯作者	Liu, Jianguo(liujg@seu.edu.cn) ; Yang, Bo(272818102@qq.com) ; Ma, Longlong(mall@seu.edu.cn)
摘要	The development of transition-metal heterogeneous catalysts for economical and effective synthesis of N-methylamine, especially for the monomethylation of amines, is still challenging. Herein, two Rh-supported covalent organic framework (COF) heterogeneous catalysts Rh/MelCOF were facile-synthesized by a Schiff base reaction using melamine as a precursor, and, for the first time, it was successfully applied to the effective and high selective tandem reaction of transfer hydrogenation and monomethylation of nitroaromatic hydrocarbons, with methanol as a C1 and hydrogenation source. A series of nitroaromatic hydrocarbons, including heterocyclic or sterically hindered derivatives, can be well tolerated, and the catalyst could also be reused four times without losing significant reactivity. At the same time, the study of the Rh/MelCOF mechanism supports the hydrogen-borrowing mechanism and puts forward the reaction pathway of azobenzene as an intermediate, which is better than the hydrogen-transfer pathway from N-phenylhydroxylamine to aniline directly. This work expands the application of COF catalysts and provides an effective way to obtain mono-N-methylated amines from nitroaromatic hydrocarbons, as well as the detailed mechanism of Rh/COF-catalyzed tandem transfer hydrogenation and monomethylation of amines.
DOI	10.1021/acs.iecr.1c04156
关键词[WOS]	COVALENT ORGANIC FRAMEWORK ; N-METHYLATION ; AMINES ; NITROARENES ; NANOPARTICLES ; CO2 ; REDUCTION ; WATER ; ACID
收录类别	SCI
语种	英语
资助项目	National Key R&D Program of China[2018YFB1501500] ; National Natural Science Foundation of China[51976225]
WOS研究方向	Engineering
项目资助者	National Key R&D Program of China ; National Natural Science Foundation of China
WOS类目	Engineering, Chemical
WOS记录号	WOS:000742307100001
出版者	AMER CHEMICAL SOC
引用统计	被引频次：8[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.giec.ac.cn/handle/344007/35654
专题	中国科学院广州能源研究所
通讯作者	Liu, Jianguo; Yang, Bo; Ma, Longlong
作者单位	1.Chinese Acad Sci, Guangzhou Inst Energy Convers, Key Lab Renewable Energy, Guangzhou 510640, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Tianjin Univ, Sch Environm Sci & Engn, Tianjin 300350, Peoples R China 4.Univ Sci & Technol China, Dept Engn Sci, Hefei 230026, Peoples R China 5.Southeast Univ, Sch Energy & Environm, Minist Educ, Key Lab Energy Thermal Convers & Control, Nanjing 210096, Peoples R China 6.Guangzhou Special Pressure Equipment Inspect & Re, Guangzhou 510663, Peoples R China
第一作者单位	中国科学院广州能源研究所
推荐引用方式 GB/T 7714	Zhang, Mingyue,Liu, Jianguo,Yang, Bo,et al. Facile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol[J]. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,2022,61(2):1066-1077.
APA	Zhang, Mingyue,Liu, Jianguo,Yang, Bo,Ma, Longlong,Wang, Nan,&Wei, Xiuzhi.(2022).Facile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol.INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,61(2),1066-1077.
MLA	Zhang, Mingyue,et al."Facile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol".INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH 61.2(2022):1066-1077.