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Issue 22, 2019
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Planarized B,N-phenylated dibenzoazaborine with a carbazole substructure: electronic impact of the structural constraint

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Abstract

A B,N-diphenyl-5,10-dihydro-dibenzo-1,4-azaborine, in which both phenyl groups on the boron and nitrogen atoms are planarized to generate a carbazole substructure, was synthesized. The structral constraint around the boron and nitrogen atoms alters the π-conjugation mode and thus the photophysical and electrochemical properties. Specifically, this structurally constrained dibenzoazaborine showed an intense blue emission with a narrow full width at half maximum. One of its derivatives exhibited near infrared absorption in the one-electron-oxidized state.

Graphical abstract: Planarized B,N-phenylated dibenzoazaborine with a carbazole substructure: electronic impact of the structural constraint

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Supplementary files

Article information


Submitted
24 Apr 2019
Accepted
14 May 2019
First published
14 May 2019

Org. Biomol. Chem., 2019,17, 5500-5504
Article type
Communication

Planarized B,N-phenylated dibenzoazaborine with a carbazole substructure: electronic impact of the structural constraint

M. Ando, M. Sakai, N. Ando, M. Hirai and S. Yamaguchi, Org. Biomol. Chem., 2019, 17, 5500
DOI: 10.1039/C9OB00934E

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