4.8 Article

Substituent Modulation for Highly Bright 9-Borafluorene Derivatives with Carbazole Pendant

Journal

ORGANIC LETTERS
Volume 23, Issue 18, Pages 7236-7241

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02619

Keywords

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Funding

  1. National Natural Science Foundation of China [21772012, 21702132, 52073167]
  2. Beijing Institute of Technology Research Fund Program for Young Scholar
  3. Guangdong Basic and Applied Basic Research Foundation [2021A1515011879]

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Researchers have prepared a series of compounds with strong photoluminescence, one of which shows potential application in bioimaging.
A series of 3,6-di-tert-butyl carbazole-functionalized 9-borafluorene derivatives have been prepared with outstandingly strong photoluminescence with quantum yields up to ca. 100 and 94% for Mes*BF-pCz in solution and film, respectively. 1,3,5-Tris(trifluoromethyl)benzene ((F)Mes)-substituted compounds exhibit enhanced Lewis acidity with coordination to weak nucleophiles like tetrahydrofuran, resulting in a long afterglow at low temperature. The large two-photon absorption cross-section of ca. 1103 GM for Mes*BF-pCz at 800 nm in CH2Cl2 indicated its potential application in bioimaging.

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