Oxygen-Fueled Iterative Hydride Transfer Driven by a Rigid Planar Architecture

Taiga Karimata, Shinya Adachi, Masakatsu Shibasaki, Naoya Kumagai

研究成果: Article査読

抄録

An iterative hydride reduction/oxidation process was promoted under ambient conditions by a quasi-planar iminium cation rigidified by two concatenated quinoline units. The iminium proton was fixed by hydrogen bonding from neighboring quinoline nitrogen atoms, rendering the imine highly susceptible to hydride reduction with weak reductants, e.g., 1,4-dihydropyridines. The thus-formed amine was readily oxidized by molecular oxygen to regenerate the quasi-planar iminium cation under ambient conditions. This process was exploited for catalytic oxidation of 1,4-dihydropyridines as well as 9,10-dihydroacridine to highlight an intriguing rigidity- driven catalysis.

本文言語English
ページ(範囲)595-598
ページ数4
ジャーナルChemical and Pharmaceutical Bulletin
70
9
DOI
出版ステータスPublished - 2022 9月 1

ASJC Scopus subject areas

  • 化学 (全般)
  • 創薬

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