Abstract
An unprecedented method that makes use of the cooperative interplay between molecular iodine and photoredox catalysis has been developed for dual light-activated intramolecular benzylic C−H amination. Iodine serves as the catalyst for the formation of a new C−N bond by activating a remote C sp3 −H bond (1,5-HAT process) under visible-light irradiation while the organic photoredox catalyst TPT effects the reoxidation of the molecular iodine catalyst. To explain the compatibility of the two involved photochemical steps, the key N−I bond activation was elucidated by computational methods. The new cooperative catalysis has important implications for the combination of non-metallic main-group catalysis with photocatalysis.
Original language | English |
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Pages (from-to) | 8004-8008 |
Number of pages | 5 |
Journal | Angewandte Chemie International Edition in English |
Volume | 56 |
Issue number | 27 |
DOIs | |
State | Published - 26 Jun 2017 |
Externally published | Yes |
Keywords
- 1,5-HAT processes
- amination
- cooperative catalysis
- iodine catalysis
- photoredox catalysis