A rare earth hydride supported ruthenium catalyst for the hydrogenation of: N -heterocycles: Boosting the activity via a new hydrogen transfer path and controlling the stereoselectivity

Yong Wu, Hongen Yu, Yanru Guo, Xiaojing Jiang, Yue Qi, Bingxue Sun, Haiwen Li, Jie Zheng, Xingguo Li

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Hydrogenation of N-heterocycles is of great significance for their wide range of applications such as building blocks in drug and agrochemical syntheses and liquid organic hydrogen carriers (LOHCs). Pursuing a better hydrogenation performance and stereoselectivity, we successfully developed a rare earth hydride supported ruthenium catalyst Ru/YH3 for the hydrogenation of N-heterocycles, especially N-ethylcarbazole (NEC), the most promising LOHC. Full hydrogenation of NEC on Ru/YH3 can be achieved at 363 K and 1 MPa hydrogen pressure, which is currently the lowest compared to previous reported catalysts. Furthermore, Ru/YH3 shows the highest turnover number, namely the highest catalytic activity among the existing catalysts for hydrogenation of NEC. Most importantly, Ru/YH3 shows remarkable stereoselectivity for all-cis products, which is very favorable for the subsequent dehydrogenation. The excellent performance of Ru/YH3 originates from the new hydrogen transfer path from H2 to NEC via YH3. Ru/LaH3 and Ru/GdH3 also reveal good activity for hydrogenation of NEC and Ru/YH3 also possesses good activity for hydrogenation of 2-methylindole, indicating that the use of rare earth hydride supported catalysts is a highly effective strategy for developing better hydrogenation catalysts for N-heterocycles.

Original languageEnglish
Pages (from-to)10459-10465
Number of pages7
JournalChemical Science
Volume10
Issue number45
DOIs
Publication statusPublished - Jan 1 2019

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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