Aggregation-Induced Circularly Polarized Luminescence from Boron Complexes with a Carbazolyl Schiff Base

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Abstract

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 Et2AlCl-mediated incorporation of a binaphthyl unit. The chiral dyes showed aggregation-induced fluorescence and circularly polarized luminescence (CPL) with the ΦF and glum 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.

Original languageEnglish
Pages (from-to)13016-13021
Number of pages6
JournalChemistry - A European Journal
Volume26
Issue number57
DOIs
Publication statusPublished - Oct 9 2020

Keywords

  • boron complexes
  • carbazoles
  • circularly polarized luminescence
  • dyes/pigments
  • solid-state fluorescence

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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