Control of Site-Selectivity in Hydrogen Atom Transfer by Electrostatic Interaction: Proximal-Selective C(sp3)-H Alkylation of 2-Methylanilinium Salts Using a Decatungstate Photocatalyst

研究成果: ジャーナルへの寄稿学術誌査読

1 被引用数 (Scopus)

抄録

Site-selective C(sp3)-H alkylation of 2-methylanilinium salts via radical intermediates was developed. The anionic decatungstate photocatalyst ([W10O32]4-) interacts with the ammonium group of the substrate through electrostatic interaction and selectively abstracts a hydrogen atom from the proximal benzylic carbon atom under UV irradiation. A variety of 2-methylanilinium salts reacted with electron-deficient alkenes. The alkylated product was successfully converted into an aryl iodide via cleavage of the C-N bond and a tetrahydrobenzoazepinone derivative by intramolecular cyclization. Mechanistic studies clearly show the existence of the interactions between [W10O32]4- and the ammonium group.

本文言語英語
ページ(範囲)3058-3062
ページ数5
ジャーナルACS Catalysis
DOI
出版ステータス印刷中 - 2022

!!!All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学 (全般)

フィンガープリント

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