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Dithiophene-Fused Oxadiborepins and Azadiborepins: A New Class of Highly Fluorescent Heteroaromatics.

ABSTRACT: Access to dithiophene-fused oxadiborepins and the first azadiborepins attained via a modular synthesis route are presented. The new compounds emit intense blue light, some of which demonstrate fluorescence quantum yields close to unity. Cyclic voltammetry (CV) revealed electrochemically reversible one-electron reduction processes. The weak aromatic character of the novel 1,2,7-azadiborepin ring is demonstrated with in-depth theoretical investigations using nucleus-independent chemical shift (NICS) scans and anisotropy of the induced current density (ACID) calculations.

SUBMITTER: Crumbach M

PROVIDER: S-EPMC8252115 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Dithiophene-Fused Oxadiborepins and Azadiborepins: A New Class of Highly Fluorescent Heteroaromatics.

Crumbach Merian M Bachmann Jonas J Fritze Lars L Helbig Andreas A Krummenacher Ivo I Braunschweig Holger H Helten Holger H

Angewandte Chemie (International ed. in English) 20210317 17

Access to dithiophene-fused oxadiborepins and the first azadiborepins attained via a modular synthesis route are presented. The new compounds emit intense blue light, some of which demonstrate fluorescence quantum yields close to unity. Cyclic voltammetry (CV) revealed electrochemically reversible one-electron reduction processes. The weak aromatic character of the novel 1,2,7-azadiborepin ring is demonstrated with in-depth theoretical investigations using nucleus-independent chemical shift (NIC ...[more]

PMID: 33522053

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