Highly Fluorescent Bipyrrole-Based Tetra-BF 2 Flag-Hinge Chromophores: Achieving Multicolor and Circularly Polarized Luminescence

This study reports the facile syntheses of tetra-boron difluoride (tetra-BF ) complexes, flag-hinge-like molecules that exhibit intense green-to-orange luminescence in solution and yellow-to-red emission in the solid states. Single-crystal structure analysis and density functional theory calculation...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2022-07, Vol.61 (27), p.e202204358
Main Authors: Cui, Luxia, Shinjo, Hyuga, Ichiki, Takafumi, Deyama, Koichi, Harada, Takunori, Ishibashi, Kohei, Ehara, Takumi, Miyata, Kiyoshi, Onda, Ken, Hisaeda, Yoshio, Ono, Toshikazu
Format: Article
Language:English
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Summary:This study reports the facile syntheses of tetra-boron difluoride (tetra-BF ) complexes, flag-hinge-like molecules that exhibit intense green-to-orange luminescence in solution and yellow-to-red emission in the solid states. Single-crystal structure analysis and density functional theory calculations suggested a bent structure of this series of compounds. The complexes also exhibited excellent optical properties, with quantum yields reaching 100 % and a large Stokes shift. These properties were attributed to the altered bending angle of the molecule in the S excited state. As the rotational motion was suppressed around the 2,2'-bipyrrole axis, atropisomers with axial chirality were formed, which are optically resolvable into (R) and (S)-enantiomers through a chiral column. The atropisomers thus function as circularly polarized luminescent (CPL) materials, in which the color (green, green-yellow, and yellow) can be varied by controlling the aggregation state. This rational design of multi-BF complexes can potentially realize novel photofunctional materials.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202204358