文献类型：期刊文献

英文题名：Synthesis of piperidines and pyridine from furfural over a surface single-atom alloy Ru1CoNP catalyst

作者：Qi, Haifeng[1,2];Li, Yurou[3];Zhou, Zhitong[1];Cao, Yueqiang[3];Liu, Fei[1];Guan, Weixiang[1];Zhang, Leilei[1];Liu, Xiaoyan[1];Li, Lin[1];Su, Yang[1];Junge, Kathrin[2];Duan, Xuezhi[3];Beller, Matthias[2];Wang, Aiqin[1,4];Zhang, Tao[1,4]

机构：[1]Chinese Acad Sci, Dalian Inst Chem Phys, CAS Key Lab Sci & Technol Appl Catalysis, Dalian 116023, Peoples R China;[2]Leibniz Inst Katalyse, Albert Einstein Str 29a, D-18059 Rostock, Germany;[3]East China Univ Sci & Technol, State Key Lab Chem Engn, Shanghai 200237, Peoples R China;[4]Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China

年份：2023

卷号：14

期号：1

外文期刊名：NATURE COMMUNICATIONS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001095507700016)】；

基金：The authors are grateful for the supports from the National Natural Science Foundation of China (22132006, 21721004, 22172159, 22209171), CAS Project for Young Scientists in Basic Research (YSBR-022), the Youth Innovation Promotion Association CAS (2022185), and the Strategic Priority Research Program of the Chinese Academy of Sciences (XDA21060203). Haifeng Qi thanks the Alexander von Humboldt Foundation (CHN 1220532 HFST-P). This research used Beamline BL14W1 of the Shanghai Synchrotron Radiation Facility (SSRF).

语种：英文

摘要：The sustainable production of value-added N-heterocycles from available biomass allows to reduce the reliance on fossil resources and creates possibilities for economically and ecologically improved synthesis of fine and bulk chemicals. Herein, we present a unique Ru1CoNP/HAP surface single-atom alloy (SSAA) catalyst, which enables a new type of transformation from the bio-based platform chemical furfural to give N-heterocyclic piperidine. In the presence of NH3 and H-2, the desired product is formed under mild conditions with a yield up to 93%. Kinetic studies show that the formation of piperidine proceeds via a series of reaction steps. Initially, in this cascade process, furfural amination to furfurylamine takes place, followed by hydrogenation to tetrahydrofurfurylamine (THFAM) and then ring rearrangement to piperidine. DFT calculations suggest that the Ru1CoNP SSAA structure facilitates the direct ring opening of THFAM resulting in 5-amino-1-pentanol which is quickly converted to piperidine. The value of the presented catalytic strategy is highlighted by the synthesis of an actual drug, alkylated piperidines, and pyridine.