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Visible light-induced selective aerobic oxidative transposition of vinyl halides using a tetrahalogenoferrate(III) complex catalyst

Journal Article


Abstract


  • We report tetrahalogenoferrate(iii) complexes as a new kind of iron photocatalyst. These complexes are easily prepared from FeCl3 with lithium bromide or ammonium bromides, and have a good and tunable photo-sensitivity in the visible light region. Their distinct catalytic mode with FeCl3 enables a highly chemoselective photooxygenation of benzylic sp3 C-H, providing a series of carbonyls in moderate to excellent yields. The method has also been employed in the challenging aerobic oxidative transposition of vinyl halides, thus facilitating a mild and highly efficient approach to access significant ��-halo ketones with a broad substrate scope. The disclosure of tetrahalogenoferrate(iii) complex photocatalysts should provide inspiration for their expansion to new aerobic oxidative reactions and even anaerobic variations.

Publication Date


  • 2018

Citation


  • Li, S., Zhu, B., Lee, R., Qiao, B., & Jiang, Z. (2018). Visible light-induced selective aerobic oxidative transposition of vinyl halides using a tetrahalogenoferrate(III) complex catalyst. Organic Chemistry Frontiers, 5(3), 380-385. doi:10.1039/c7qo00798a

Scopus Eid


  • 2-s2.0-85041331209

Start Page


  • 380

End Page


  • 385

Volume


  • 5

Issue


  • 3

Place Of Publication


Abstract


  • We report tetrahalogenoferrate(iii) complexes as a new kind of iron photocatalyst. These complexes are easily prepared from FeCl3 with lithium bromide or ammonium bromides, and have a good and tunable photo-sensitivity in the visible light region. Their distinct catalytic mode with FeCl3 enables a highly chemoselective photooxygenation of benzylic sp3 C-H, providing a series of carbonyls in moderate to excellent yields. The method has also been employed in the challenging aerobic oxidative transposition of vinyl halides, thus facilitating a mild and highly efficient approach to access significant ��-halo ketones with a broad substrate scope. The disclosure of tetrahalogenoferrate(iii) complex photocatalysts should provide inspiration for their expansion to new aerobic oxidative reactions and even anaerobic variations.

Publication Date


  • 2018

Citation


  • Li, S., Zhu, B., Lee, R., Qiao, B., & Jiang, Z. (2018). Visible light-induced selective aerobic oxidative transposition of vinyl halides using a tetrahalogenoferrate(III) complex catalyst. Organic Chemistry Frontiers, 5(3), 380-385. doi:10.1039/c7qo00798a

Scopus Eid


  • 2-s2.0-85041331209

Start Page


  • 380

End Page


  • 385

Volume


  • 5

Issue


  • 3

Place Of Publication