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- Title
Synthesis, structure, and properties of luminescent diazaborole and indole systems.
- Authors
Weber, Lothar; Eickhoff, Daniel; Chrostowska, Anna; Darrigan, Clovis; Stammler, Hans-Georg; Neumann, Beate
- Abstract
Thiophenes and phenylacetylenes, decorated with 1-methylindol-2-yl, 1,3,2-benzodiazaborol-2-yl, 1,3,2-diazaborol-2-yl, or 1,3,2-diazaborolidinyl groups at one end and dimesitylborolyl or CN substituents at the opposite end of the molecules, were synthesized. Upon UV irradiation, these push-pull systems in THF solution gave rise to bright-blue emission with Stokes shifts ranging from 4100 to 9300 cm and quantum efficiencies up to 0.99. Thereby intramolecular charge transfer took place from the HOMO of the indolyl or borolyl fluorophores to the LUMO, mainly centered on the electron-withdrawing cyano or dimesitylboranyl group.
- Subjects
THIOPHENES; ETHYNYL benzene; ORGANIC synthesis; STOKES shift; CHARGE transfer
- Publication
Chemistry of Heterocyclic Compounds, 2017, Vol 53, Issue 1, p54
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-017-2021-0