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Rhodium‐Catalyzed ortho ‐Selective CF Bond Borylation of Polyfluoroarenes with BpinBpin
Author(s) -
Guo WenHao,
Min QiaoQiao,
Gu JiWei,
Zhang Xingang
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201500124
Subject(s) - borylation , chemistry , rhodium , catalysis , hydride , catalytic cycle , substrate (aquarium) , stereochemistry , medicinal chemistry , organic chemistry , hydrogen , aryl , alkyl , oceanography , geology
An ortho‐selective CF bond borylation between N‐heterocycle‐substituted polyfluoroarenes and Bpin‐Bpin with simple and commercially available [Rh(cod) 2 ]BF 4 as a catalyst is now reported. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, even toward monofluoroarene, thus providing a facile access to a wide range of borylated fluoroarenes that are useful for photoelectronic materials. Preliminary mechanistic studies reveal that a Rh III/V catalytic cycle via a key intermediate rhodium(III) hydride complex [(H)Rh III L n (Bpin)] may be involved in the reaction.