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Tunable synthesis of imines and secondary-amines from tandem hydrogenation-coupling of aromatic nitro and aldehyde over NiCo5 bimetallic catalyst
Chen, Chun1; Fan, Ruoyu1,2; Han, Miaomiao1; Zhu, Xiaoguang1; Zhang, Yunxia1; Zhang, Haimin1; Zhao, Huijun1,3; Wang, Guozhong1
2021
发表期刊APPLIED CATALYSIS B-ENVIRONMENTAL
ISSN0926-3373
通讯作者Zhao, Huijun(h.zhao@griffith.edu.au) ; Wang, Guozhong(gzhwang@issp.ac.cn)
摘要A green process for production of imine and secondary-amine with high selectivity is desirable and challenging. Here, selective production of these nitrogen-containing compounds in one-pot was effectively realized in a hydrogenation-coupling tandem reaction system catalyzed by bi-metallic NiCo catalyst. The investigation of Co/Ni composition vs activity showed a composition-dependence catalysis and the optimal bi-metallic catalyst was NiCo5 (Ni and Co molar ratio 1:5). Nitrobenzene (NB) could almost completely transform toward imine at 70 degrees C and secondary-amine at 90 degrees C, respectively. The adsorption configurations of reactant on catalyst surface were analyzed by DFT calculation to probe the reaction mechanism. And the reaction dynamics were also investigated deeply, suggesting that hydrogenation of NB should be promoted but hydrogenation of benzaldehyde (BA) need inhibiting. Additionally, the catalytic system under moderate reaction conditions could also be applied to a variety of substituted aromatic nitro and aldehyde compounds, showing high yields of corresponding imines.
关键词Imine Secondary-amine bi-metallic Hydrogenation Coupling Tandem reaction
DOI10.1016/j.apcatb.2020.119448
关键词[WOS]SINGLE-ATOM CATALYSTS ; REDUCTIVE AMINATION ; OXIDATION ; ALCOHOLS ; OXIDES
收录类别SCI
语种英语
资助项目National Natural Science Foundation of China[51871209] ; National Natural Science Foundation of China[51502297] ; Key Technologies Research and Development Program of Anhui Province[202004a06020056] ; Instrument Developing Project of the Chinese Academy of Sciences[yz201421]
项目资助者National Natural Science Foundation of China ; Key Technologies Research and Development Program of Anhui Province ; Instrument Developing Project of the Chinese Academy of Sciences
WOS研究方向Chemistry ; Engineering
WOS类目Chemistry, Physical ; Engineering, Environmental ; Engineering, Chemical
WOS记录号WOS:000572390300006
出版者ELSEVIER
引用统计
被引频次:16[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.hfcas.ac.cn:8080/handle/334002/104294
专题中国科学院合肥物质科学研究院
通讯作者Zhao, Huijun; Wang, Guozhong
作者单位1.Chinese Acad Sci, Inst Solid State Phys, CAS Ctr Excellence Nanosci,Ctr Environm & Energy, Key Lab Mat Phys,Anhui Key Lab Nanomat & Nanotech, Hefei 230031, Peoples R China
2.Univ Sci & Technol China, 96 JinZhai Rd, Hefei 230026, Anhui, Peoples R China
3.Griffith Univ, Ctr Clean Environm & Energy, Gold Coast Campus, Southport, Qld 4222, Australia
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Chen, Chun,Fan, Ruoyu,Han, Miaomiao,et al. Tunable synthesis of imines and secondary-amines from tandem hydrogenation-coupling of aromatic nitro and aldehyde over NiCo5 bimetallic catalyst[J]. APPLIED CATALYSIS B-ENVIRONMENTAL,2021,280.
APA Chen, Chun.,Fan, Ruoyu.,Han, Miaomiao.,Zhu, Xiaoguang.,Zhang, Yunxia.,...&Wang, Guozhong.(2021).Tunable synthesis of imines and secondary-amines from tandem hydrogenation-coupling of aromatic nitro and aldehyde over NiCo5 bimetallic catalyst.APPLIED CATALYSIS B-ENVIRONMENTAL,280.
MLA Chen, Chun,et al."Tunable synthesis of imines and secondary-amines from tandem hydrogenation-coupling of aromatic nitro and aldehyde over NiCo5 bimetallic catalyst".APPLIED CATALYSIS B-ENVIRONMENTAL 280(2021).
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