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

Papers published
M. Ando, M. Sakai, N. Ando, M. Hirai and S. Yamaguchi, Org. Biomol. Chem., Advance Article, DOI: DOI: 10.1039/c9ob00934e
  • 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 structural 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.

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