Premium
Heterogeneous Platinum‐Catalyzed CH Perfluoroalkylation of Arenes and Heteroarenes
Author(s) -
He Lin,
Natte Kishore,
Rabeah Jabor,
Taeschler Christoph,
Neumann Helfried,
Brückner Angelika,
Beller Matthias
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201411066
Subject(s) - catalysis , platinum , chemistry , reusability , combinatorial chemistry , substrate (aquarium) , radical , organic synthesis , organic chemistry , computer science , oceanography , software , programming language , geology
Fluorinated organic compounds are gaining increasing interest for life science applications. The replacement of hydrogen in arenes or heteroarenes by a perfluoroalkyl group has a profound influence on the physical and biological properties of such building blocks. Here, an operationally simple protocol for the direct CH perfluoroalkylation of (hetero)arenes with R f I or R f Br has been developed, using a robust supported platinum catalyst. The ready availability of the starting materials, the excellent substrate tolerance, and the reusability of the catalyst make this method attractive for the synthesis of a variety of perfluoroalkyl‐substituted aromatic compounds. Preliminary mechanistic studies revealed the formation of radicals to be crucial in the reaction system.