The internal heavy-atom effect on 3-phenylselanyl and 3-phenyltellanyl BODIPY derivatives studied by transient absorption spectroscopy
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
26790756
DOI
10.1039/c5pp00366k
Knihovny.cz E-resources
- MeSH
- Benzene Derivatives chemistry MeSH
- Fluorescent Dyes chemistry MeSH
- Spectrometry, Fluorescence MeSH
- Organoselenium Compounds chemistry MeSH
- Boron Compounds chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene MeSH Browser
- Benzene Derivatives MeSH
- Fluorescent Dyes MeSH
- Organoselenium Compounds MeSH
- Boron Compounds MeSH
Three monosubstituted 3-phenylselanyl and 3-phenyltellanyl BODIPY derivatives were synthesized and their spectroscopic properties were characterized and compared to those of iodine and chlorine-atoms containing analogues as well as an unsubstituted BODIPY derivative. The fluorescence quantum yields were found to decrease, whereas the intersystem crossing quantum yields (ΦISC), determined by transient spectroscopy, increased in the order of the H → Cl → Se/I → Te substitution. The maximum ΦISC, found for the 3-phenyltellanyl derivative, was 59%. The results are interpreted in terms of the internal heavy-atom effect of the substituents.
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