Direct oxidative C(sp3)─H/C(sp2)─H coupling reaction using recyclable Sr‐doped LaCoO3 perovskite catalyst

• Published in: Applied organometallic chemistry Vol. 34; no. 4
• Main Authors: Trinh, Khang H., Tran, Phuong H., Nguyen, Thanh T., Doan, Son H., Le, Minh‐Vien, Nguyen, Tung T., Phan, Nam T.S.
• Format: Journal Article
• Language: English
• Published: HOBOKEN Wiley 01.04.2020; Wiley Subscription Services, Inc
• Subjects: Alkenes; Amides; Catalysts; Chemistry; Chemistry, Applied; Chemistry, Inorganic & Nuclear; Coupling; C─H functionalization; Ethers; heterogeneous; Lanthanum; Lanthanum strontium cobaltous oxide; perovskite; Perovskites; Physical Sciences; Science & Technology; ethers; perovskite; PERFORMANCE; ARYLATION; alkenes; heterogeneous; COUMARINS; coupling; METHANE; CH functionalization; PRODUCT; SIMPLE ALKANES; C-C; OXIDES; DERIVATIVES; SYNGAS
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.5515

A strontium‐doped lanthanum cobaltite perovskite, La0.6Sr0.4CoO3, was prepared and utilized as a recyclable heterogeneous catalyst for the direct oxidative C(sp3)─H/C(sp2)─H coupling reaction between cyclic ethers and alkenes or coumarins to achieve corresponding α‐functionalized ethers. The α‐functionalization of cyclic thioethers or amides with alkenes or coumarins was also achieved via this protocol. The La0.6Sr0.4CoO3 catalyst exhibited better performance than a variety of homogeneous and heterogeneous catalysts. Utilizing a recyclable catalyst would offer a greener option for the direct oxidative C(sp3)─H/C(sp2)─H coupling reaction. To our best knowledge, the C(sp3)─H/C(sp2)─H coupling between olefins and ethers to generate α‐functionalized ethers using a heterogeneous catalyst has not been previously reported, and the α‐functionalization of cyclic thioethers or amides with alkenes or coumarins is new. La0.6Sr0.4CoO3 was utilized for direct oxidative C(sp3)─H/C(sp2)─H coupling reaction. Excellent yields were obtained. The catalyst could be recovered and reused.