Synthesis, characterization and photoluminescence of 8-oxyquinolinato organoboron complexes derived from pyrazole
| Autor: | Mateusz Urban, Agnieszka Górska, Janusz Serwatowski, Krzysztof Woźniak, Tomasz Kliś, Piotr Jankowski, Krzysztof Durka, Grzegorz Wesela-Bauman, Marcin Kublicki |
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| Rok vydání: | 2017 |
| Předmět: |
Photoluminescence
010405 organic chemistry Ligand Aryl Organic Chemistry Pyrazole 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Crystallography chemistry Drug Discovery Organic chemistry Molecular orbital Thermal stability Luminescence |
| Zdroj: | Tetrahedron Letters. 58:1185-1189 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2017.02.022 |
| Popis: | A one-pot protocol was developed for the synthesis of a series of luminescent heteroleptic diaryldiborinic complexes containing the central aryl ring bonded to two boron atoms substituted with pyrazole and complexed with 8-hydroxyquinoline. The luminescent properties of these compounds were measured. In dilute solutions they exhibited an emission at ca. 513 nm with quantum yields of 22–27% which are typical for borinic 8-hydroxyquinoline complexes. The only exception was the complex containing the bithiophene scaffold, for which no fluorescence was observed. The obtained pyrazole-based complexes show improved solubility and thermal stability with respect to their phenyl analogues. The experimental UV–vis absorption and emission data are supported by theoretical calculations of the frontier molecular orbitals, revealing the aromatic linker to quinolinato ligand excitation mechanism. |
| Databáze: | OpenAIRE |
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