Hydrogenation Rearrangement of Furan Compounds to Cyclopentanones Catalyzed by CoNC with In Situ‐Generated Uniform Metal–Acid Pairs
Abstract
Abstract The hydrogenation rearrangement of biomass‐derived furan aldehydes and ketones to cyclopentanones holds significant promise for sustainable fine chemical production, but developing efficient catalysts with low metal loading and uniform metal‐Brønsted sites presents a significant challenge. Herein, we report a CoNC catalyst with in situ generated uniform metal–acid pairs, which exhibits superior activity and selectivity significantly outperforming reported non‐noble and noble metal catalysts. Moreover, CoNC shows excellent cycling stability and broad substrate adaptability. Catalyst characterizations, kinetic and isotopic labeling studies reveal that CoNC can efficiently dissociate H 2 to form H + –N–Co–H − , and easily adsorb and activate H 2 O for OH − exchange to form H + –N–Co–OH − , producing abundant Brønsted acid sites that then generate uniform metal–acid pairs. The H 2 activation on the Co site enables the furfural hydrogenation to furfuryl alcohol, and the in situ generated acid sites catalyze the subsequent ring‐opening rearrangement. Moreover, the metal–acid pairs effectively suppress undesired side reactions such as over‐hydrogenation and polymerization. This work provides a new class of metal–acid bifunctional catalyst and expands the application of M‐NC catalysts.
Article Details
Authors (11)
Zhensheng Shen
Key Laboratory for Green Chemical Technology of Ministry of Education School of Chemical Engineering and Technology Tianjin University Tianjin 300072 China
Kang Xue
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Minhua Ai
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Tehreem Yaqub
Key Laboratory for Green Chemical Technology of Ministry of Education School of Chemical Engineering and Technology Tianjin University Tianjin 300072 China
Lun Pan
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Zhen‐Feng Huang
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry‐Education Platform for Energy Storage Tianjin University Tianjin 300072 China
Xiangwen Zhang
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Ruijie Gao
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Jinlong Gong
School of Chemical Engineering and Technology, Key Laboratory for Green Chemical Technology of Ministry of Education, Tianjin University
Chengxiang Shi
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry-Education Platform for Energy Storage
Ji‐Jun Zou
Key Laboratory for Green Chemical Technology of the Ministry of Education, School of Chemical Engineering and Technology, Institute of Molecular Plus, National Industry‐Education Platform for Energy Storage Tianjin University Tianjin 300072 China