Zwitterionic Diphenylphosphinyl Amidate as a Powerful Photoinduced Hydrogen-Atom-Transfer Catalyst for C–H Alkylation of Simple Alkanes

The chemical and physical properties of amides change substantially when the electron-withdrawing groups attached to the nitrogen are varied. Herein, we report the superior performance of N-diphenylphosphinyl 1,2,3-triazolium amidate as a photoinduced hydrogen-atom transfer catalyst compared to its...

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Veröffentlicht in:Journal of organic chemistry 2023-05, Vol.88 (10), p.6553-6556
Hauptverfasser: Ohmatsu, Kohsuke, Suzuki, Ryuhei, Fujita, Hiroki, Ooi, Takashi
Format: Artikel
Sprache:eng
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Zusammenfassung:The chemical and physical properties of amides change substantially when the electron-withdrawing groups attached to the nitrogen are varied. Herein, we report the superior performance of N-diphenylphosphinyl 1,2,3-triazolium amidate as a photoinduced hydrogen-atom transfer catalyst compared to its N-benzoyl analog. A binary catalyst system of the phosphinyl amidate and an Ir-based photocatalyst enables the alkylation of unbiased C–H bonds.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02362