Open AccessAIE‐Active Difluoroboron Complexes with N,O‐Bidentate Ligands: Rapid Construction by Copper‐Catalyzed C−H Activation
Author(s) -
Tan Guangying,
Maisuls Iván,
StriethKalthoff Felix,
Zhang Xiaolong,
Daniliuc Constantin,
Strassert Cristian A.,
Glorius Frank
Publication year - 2021
Publication title -
advanced science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.388
H-Index - 100
ISSN - 2198-3844
DOI - 10.1002/advs.202101814
Subject(s) - denticity , substituent , catalysis , chemistry , substrate (aquarium) , luminescence , photochemistry , combinatorial chemistry , excited state , copper , aggregation induced emission , materials science , stereochemistry , crystallography , fluorescence , organic chemistry , crystal structure , optoelectronics , oceanography , physics , quantum mechanics , nuclear physics , geology
The development of organic materials with high solid‐state luminescence efficiency is highly desirable because of their fundamental importance and applicability in optoelectronics. Herein, a rapid construction of novel BF 2 complexes with N,O‐bidentate ligands by using Cu(BF 4 ) 2 •6H 2 O as a catalyst and BF 2 source is disclosed, which avoids the need for pre‐composing the N,O‐bidentate ligands and features a broad substrate scope and a high tolerance level for sensitive functional groups. Moreover, molecular oxygen is employed as the terminal oxidant in this transformation. A library of 36 compounds as a new class of BF 2 complexes with remarkable photophysical properties is delivered in good to excellent yields, showing a substituent‐dependency on the photophysical properties, derived from the π – π * character of the photoexcited state. In addition, aggregation‐induced emission (AIE) is observed and quantified for the brightest exemplars. The excited state properties are fully investigated in solids and in THF/H 2 O mixtures. Hence, a new series of photofunctional materials with variable photophysical properties is reported, with potential applications for sensing, bioimaging, and optoelectronics.