Planarized B, N-phenylated dibenzoazaborine with a carbazole substructure: electronic impact of the structural constraint. Issue 22 (21st May 2019)

• Record Type: Journal Article
• Authors: Ando, Mikinori; Sakai, Mika; Ando, Naoki; Hirai, Masato; Yamaguchi, Shigehiro
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 22(2019)
• Page Start: 5500
• Page End: 5504
• Publication Date: 2019-05-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00934e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Structural constraint in B, N -phenylated dibenzoazaborine alters the π-conjugation mode and furnishes intense deep-blue emission and intriguing electrochemical properties. 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.