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N-Dimethylation and N-Functionalization of Amines Using Ru Nanoparticle Catalysts and Formaldehyde or Functional Aldehydes as the Carbon Source
Liu, Jianguo2,3; Song, Yanpei1; Wu, Xiang1; Ma, Longlong1,2
2021-09-07
Source PublicationACS OMEGA
ISSN2470-1343
Volume6Issue:35Pages:22504-22513
Corresponding AuthorLiu, Jianguo(liujg@ms.giec.ac.cn) ; Ma, Longlong(mall@rns.giec.ac.cn)
AbstractN-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 lowcost 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 easy-to-handle 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 proceeds through a two-step N-methylation reaction process.
DOI10.1021/acsomega.1c01961
WOS KeywordREDUCTIVE METHYLATION ; AROMATIC-AMINES ; SECONDARY-AMINES ; FORMIC-ACID ; CHEMOSELECTIVE METHYLATION ; COMPLEX BEARING ; NITRO-COMPOUNDS ; METHANOL ; DIOXIDE ; CO2
Indexed BySCI
Language英语
Funding ProjectNational Key R&D Program of China[2018YFB1501500] ; National Natural Science Foundation of China[51976225] ; DNL Cooperation Fund ; Chinese Academy of Sciences[DNL201916]
WOS Research AreaChemistry
Funding OrganizationNational Key R&D Program of China ; National Natural Science Foundation of China ; DNL Cooperation Fund ; Chinese Academy of Sciences
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000695518100005
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:6[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.giec.ac.cn/handle/344007/33900
Collection中国科学院广州能源研究所
Corresponding AuthorLiu, Jianguo; Ma, Longlong
Affiliation1.Chinese Acad Sci, CAS Key Lab Renewable Energy, Guangdong Prov Key Lab New & Renewable Energy Res, Guangzhou Inst Energy Convers, Guangzhou 510640, Peoples R China
2.Southeast Univ, Sch Energy & Environm, Minist Educ, Key Lab Energy Thermal Convers & Control, Nanjing 210096, Peoples R China
3.Chinese Acad Sci, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Liu, Jianguo,Song, Yanpei,Wu, Xiang,et al. N-Dimethylation and N-Functionalization of Amines Using Ru Nanoparticle Catalysts and Formaldehyde or Functional Aldehydes as the Carbon Source[J]. ACS OMEGA,2021,6(35):22504-22513.
APA Liu, Jianguo,Song, Yanpei,Wu, Xiang,&Ma, Longlong.(2021).N-Dimethylation and N-Functionalization of Amines Using Ru Nanoparticle Catalysts and Formaldehyde or Functional Aldehydes as the Carbon Source.ACS OMEGA,6(35),22504-22513.
MLA Liu, Jianguo,et al."N-Dimethylation and N-Functionalization of Amines Using Ru Nanoparticle Catalysts and Formaldehyde or Functional Aldehydes as the Carbon Source".ACS OMEGA 6.35(2021):22504-22513.
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