Cobalt nitride enabled benzimidazoles production from furyl/aryl bio-alcohols and o-nitroanilines without an external H-source

作     者：Chuanhui Li Li-Long Zhang Hu Li Song Yang Chuanhui Li;Li-Long Zhang;Hu Li;Song Yang

作者机构：State Key Laboratory Breeding Base of Green Pesticide&Agricultural BioengineeringKey Laboratory of Green Pesticide&Agricultural BioengineeringMinistry of EducationState-Local Joint Laboratory for Comprehensive Utilization of BiomassCenter for R&D of Fine ChemicalsGuizhou UniversityGuiyang 550025China 

出 版 物：《Frontiers of Chemical Science and Engineering》 (化学科学与工程前沿（英文版）)

年 卷 期：2023年第17卷第1期

页      面：68-81页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation of China(Grant No.21908033) Guizhou Provincial S&T Project(Grant No.ZK011,2018) Fok Ying-Tong Education Foundation(Grant No.161030) 

主　　题：biomass conversion furanic compounds benzimidazoles hydrogen transfer bifunctional catalysis 

摘      要：Benzimidazole derivatives have wide-spectrum biological activities and pharmacological effects,but remain challenging to be produced from biomass ***,we report a green hydrogen transfer strategy for the efficient one-pot production of benzimidazoles from a wide range of bio-alcohols and o-nitroanilines enabled by cobalt nitride species on hierarchically porous and recyclable nitrogen-doped carbon catalysts(Co/CN_(x)-T,T denotes the pyrolysis temperature)without using an external hydrogen source and base *** the tested catalysts,Co/CN_(x)-700 exhibited superior catalytic performance,furnishing 2-substituted benzimidazoles in 65%–92%*** mechanistic studies manifest that the coordination between Co^(2+)and N with appropriate electronic state on the porous nitrogen-doped carbon having structural defects,as well as the remarkable synergetic effect of Co/N dual sites contribute to the pronounced activity of Co/CN_(x)-700,while too high pyrolysis temperature may cause the breakage of the catalyst Co-N bond to lower down its ***,it is revealed that the initial dehydrogenation of bio-alcohol and the subsequent cyclodehydrogenation are closely correlated with the hydrogenation of nitro *** catalytic hydrogen transfer-coupling protocol opens a new avenue for the synthesis of N-heterocyclic compounds from biomass.