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Maniscript 2021-01-18.doc (1.58 MB)

Efficient and Selective N-Dimethylation of Amines with Functional Aldehydes Catalysed by Ru Nanoparticles Heterogeneous Catalyst

preprint
submitted on 15.01.2021, 02:30 and posted on 19.01.2021, 05:02 by Jianguo Liu, Yanpei Song, Xiang Wu, Longlong Ma

N-methylated amines are essential bioactive compounds and have been widely used in the fine and bulk chemical industries, as well as in pharmaceuticals, agrochemicals, and dyes. Developing green, efficient, and low-cost catalysts for methylation of amines by using efficient and easily accessible methylating reagents is highly desired yet remains a significant challenge. Herein, we report the selective N-dimethylation of different functional amines with different functional aldehydes under easily handle-able and industrially applicable conditions using carbon-supported Ru nanoparticles (Ru/C) as a heterogeneous catalyst. A broad spectrum of amines could be efficiently converted to their corresponding N, N-dimethyl amines with good compatibility of various functional groups. This method is widely applicable to N-dimethylation of primary amines including aromatic, aliphatic amines with formaldehyde, and synthesis of tertiary amines from primary, secondary amines with different functional aldehydes. The advantage of this newly described method includes operational simplicity, high turnover number, the ready availability of the catalyst, and good functional group compatibility. This Ru/C catalyzed N-dimethylation reaction possibly proceed through a twice N-methylation reaction process.

Funding

National Key R&D Program of China (2018YFB1501502), National Natural Science Foundation of China (51976225), DNL Cooperation Fund, and Chinese Academy of Sciences (DNL201916)

History

Email Address of Submitting Author

liujg@ms.giec.ac.cn

Institution

Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences

Country

China

ORCID For Submitting Author

0000-0001-5105-5114

Declaration of Conflict of Interest

No conflict of Interest

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