Cu-Catalyzed aromatic C-H imidation with N-fluorobenzenesulfonimide: mechanistic details and predictive models.

ABSTRACT: The LCuBr-catalyzed C-H imidation of arenes by N-fluorobenzenesulfonimide (NFSI), previously reported by us, utilizes an inexpensive catalyst and is applicable to a broad scope of complex arenes. The computational and experimental study reported here shows that the mechanism of the reaction is comprised of two parts: (1) generation of the active dinuclear Cu^II-Cu^II catalyst; and (2) the catalytic cycle for the C-H bond imidation of arenes. Computations show that the LCu^IBr complex used in experiments is not an active catalyst. Instead, upon reacting with NFSI it converts to an active dinuclear Cu^II-Cu^II catalyst that is detected using HRMS techniques. The catalytic cycle starting from the Cu^II-Cu^II dinuclea

SUBMITTER: Haines BE 

PROVIDER: S-EPMC5354063 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature