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Mild and versatile nitrate-promoted C-H bond fluorination.

Research paper by Shao-Jie SJ Lou, Dan-Qian DQ Xu, Zhen-Yuan ZY Xu

Indexed on: 22 Jul '14Published on: 22 Jul '14Published in: Angewandte Chemie International Edition



Abstract

A novel and facile C-H bond fluorination proceeds under remarkably mild conditions (close to room temperature in most cases). Both aromatic and olefinic C(sp(2))-H bonds with a wide range of electronic properties are selectively fluorinated in the presence of a catalytic amount of simple, cheap, and nontoxic nitrate as the promoter. A Pd(II)/Pd(IV) catalytic cycle that is initiated by an in situ generated cationic [Pd(NO3)](+) species was proposed based on preliminary mechanistic studies.