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Aggregation‐Induced Circularly Polarized Luminescence from Boron Complexes with a Carbazolyl Schiff Base
Author(s) -
Maeda Chihiro,
Nomoto Shuichi,
Takaishi Kazuto,
Ema Tadashi
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202001463
Subject(s) - carbazole , luminescence , fluorescence , schiff base , aniline , bodipy , solid state , photochemistry , boron , chemistry , crystal structure , materials science , crystallography , organic chemistry , physics , optoelectronics , quantum mechanics
A variety of carbazolyl‐appended Schiff bases were readily synthesized from 1‐formylcarbazoles and aniline derivatives. Boron complexation of the resulting ligands allowed for facile preparation of new carbazole‐based BODIPY analogues showing solid‐state fluorescence. Furthermore, some dyes were converted into chiral compounds through the Et 2 AlCl‐mediated incorporation of a binaphthyl unit. The chiral dyes showed aggregation‐induced fluorescence and circularly polarized luminescence (CPL) with the Φ F and g lum of up to 0.22 and −3.5×10 −3 , respectively, in the solid state. The solid‐state fluorescence and CPL were well characterized by the crystal packing analyses and DFT calculations.