4.8 Article

Zwitterionic 1,2,3-Triazolium Amidate as a Catalyst for Photoinduced Hydrogen-Atom Transfer Radical Alkylation

Journal

ACS CATALYSIS
Volume 10, Issue 4, Pages 2627-2632

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b04491

Keywords

hydrogen-atom transfer; photoredox catalyst; zwitterion; amidyl radical; 1,2,3-triazolium

Funding

  1. JSPS KAKENHI [JP17H06446, JP18K19073, JP18H01972]
  2. CREST from JST [JPMJCR13L2:13418441]

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A zwitterionic 1,2,3-triazolium amidate was designed for use as an effective modular hydrogen-atom transfer catalyst for photoredox C-H functionalization. This zwitterionic amidate is stable yet amenable to single-electron oxidation for generating a highly reactive amidyl radical. In cooperation with an Ir-based visible-light photoredox catalyst, the optimal catalyst enables the efficient direct alkylation of the C-H bonds of various nitrogen-or oxygen-containing organic compounds.

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