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Dithiophene‐Fused Oxadiborepins and Azadiborepins: A New Class of Highly Fluorescent Heteroaromatics
Author(s) -
Crumbach Merian,
Bachmann Jonas,
Fritze Lars,
Helbig Andreas,
Krummenacher Ivo,
Braunschweig Holger,
Helten Holger
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202100295
Subject(s) - fluorescence , cyclic voltammetry , ring (chemistry) , anisotropy , character (mathematics) , materials science , chemistry , modular design , photochemistry , physics , electrode , organic chemistry , electrochemistry , optics , mathematics , computer science , geometry , operating system
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.