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Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis
Li, Fan1,2; Dai, Xueya1,2; Qi, Wei1,2
Corresponding AuthorQi, Wei(wqi@imr.ac.cn)
2020-10-01
Source PublicationGREEN ENERGY & ENVIRONMENT
ISSN2096-2797
Volume5Issue:4Pages:453-460
AbstractNon-metallic nanocarbon materials catalyzed coupling reactions of primary amines to produce imine is an efficient, green and sustainable synthetic route, which has a wide application prospect in fine chemicals or pharmaceutical molecules. In the present study, we show firstly the relatively high catalytic activity of graphene oxide in the reaction of oxidative coupling of benzylamine (OCB), which is even comparable with typical metal-based catalysts, indicating the great potential of nanocarbon materials in this reaction system. More importantly, a novel two-photon fluorescence probe molecule (N-propyl-4-hydrazinyl-1, 8-naphthalimide, NA) with special chemical structure of hydrazine functionality was synthesized. The probe NA could selectively react with aldehyde or ketone compounds, leading to the photoluminescence enhancement via inhibition of photo induced electron transfer (PET) process. The synthesized NA was applied as probe in carbon catalyzed OCB system to predict the existence of reaction intermediate benzaldehyde (BA), indicating the reaction pathway of oxidation-deamination-condensation in nanocarbon catalyzed OCB process. The proposed luminescence-probe strategy for revealing the kinetics and mechanism may also shed light in other reaction systems concerning the intermediates or products of ketones or aldehydes. (C) 2020, Institute of Process Engineering, Chinese Academy of Sciences. Publishing services by Elsevier B.V. on behalf of KeAi Communications Co., Ltd. This is an open access article under the CC BY-NC-ND license
KeywordNanocarbon Benzylamine coupling reaction Fluorescence probe Reaction mechanism
Funding OrganizationNSFC of China ; Youth Innovation Promotion Association, CAS, China ; Natural Science Foundation of Liaoning Province of China
DOI10.1016/j.gee.2020.09.008
Indexed BySCI
Language英语
Funding ProjectNSFC of China[22072163] ; NSFC of China[21761132010] ; NSFC of China[91645114] ; Youth Innovation Promotion Association, CAS, China ; Natural Science Foundation of Liaoning Province of China[2020-YQ-02]
WOS Research AreaChemistry ; Science & Technology - Other Topics ; Energy & Fuels ; Engineering
WOS SubjectChemistry, Physical ; Green & Sustainable Science & Technology ; Energy & Fuels ; Engineering, Chemical
WOS IDWOS:000614144300010
PublisherKEAI PUBLISHING LTD
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.imr.ac.cn/handle/321006/159085
Collection中国科学院金属研究所
Corresponding AuthorQi, Wei
Affiliation1.Chinese Acad Sci, Inst Met Res, Shenyang Natl Lab Mat Sci, Shenyang 110016, Peoples R China
2.Univ Sci & Technol China, Sch Mat Sci & Engn, Shenyang 110016, Peoples R China
Recommended Citation
GB/T 7714
Li, Fan,Dai, Xueya,Qi, Wei. Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis[J]. GREEN ENERGY & ENVIRONMENT,2020,5(4):453-460.
APA Li, Fan,Dai, Xueya,&Qi, Wei.(2020).Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis.GREEN ENERGY & ENVIRONMENT,5(4),453-460.
MLA Li, Fan,et al."Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis".GREEN ENERGY & ENVIRONMENT 5.4(2020):453-460.
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