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C−H Activation Based Copper‐Catalyzed One‐Shot Synthesis of N,O‐Bidentate Organic Difluoroboron Complexes
Author(s) -
Tan Guangying,
Schrader Malte L.,
Daniliuc Constantin,
StriethKalthoff Felix,
Glorius Frank
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202008311
Subject(s) - denticity , chemistry , copper , quantum yield , photochemistry , catalysis , stokes shift , absorption (acoustics) , fluorescence , materials science , crystallography , organic chemistry , physics , crystal structure , composite material , quantum mechanics
Organic BF 2 complexes exhibit characteristics such as large Stokes shift, high quantum yield, strong emission intensity, and robust chemical stability, thereby being extensively used in various applications. Herein, we disclose a novel copper‐catalyzed cascade C−H activation/acyloxylation and difluoroboronation of 2‐phenylpyridine derivatives, thus providing a straightforward and rapid gateway to a series of N,O‐bidentate organic BF 2 complexes with excellent photophysical properties. Mechanism studies demonstrate that AgBF 4 services as BF 2 source and oxidant for this elegant transformation. Most of these BF 2 complexes have broad and intense absorption and emission bands, and display bright and intensive blue fluorescence as well as large Stokes shifts.