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Azahelicene‐Fused BODIPY Analogues Showing Circularly Polarized Luminescence
Author(s) -
Maeda Chihiro,
Nagahata Keiji,
Shirakawa Takuma,
Ema Tadashi
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.202001186
Subject(s) - helicene , bodipy , luminescence , moiety , carbazole , conjugated system , chemistry , photochemistry , crystallography , boron , stereochemistry , materials science , fluorescence , organic chemistry , polymer , molecule , optoelectronics , optics , physics
Abstract Helical carbazole‐based BODIPY analogues were readily synthesized via aza[7]helicenes. The structures of azahelicene‐incorporated BF 2 dyes were elucidated by x‐ray diffraction analysis. DFT calculations revealed that the π‐conjugated system expanded from the helicene moiety to the BODIPY framework. The azahelicene‐fused boron complexes showed the Cotton effects and the circularly polarized luminescence (CPL) in the visible region. Furthermore, an axially chiral binaphthyl group was attached to the helically chiral dyes, which enhanced the chiroptical properties.