Synthesis, photophysical and electrochemical properties of novel and highly fluorescent difluoroboron flavanone β-diketonate complexes.

Simple item page
dc.contributor.authorAriza Paez, Elida Betania
dc.contributor.authorCurcio, Sergio Fernando
dc.contributor.authorNeme, Natália Paz
dc.contributor.authorMatos, Matheus J. S.
dc.contributor.authorCorrea, Rodrigo de Souza
dc.contributor.authorPereira, Fabio Junio
dc.contributor.authorHilário, Flaviane Francisco
dc.contributor.authorCazati, Thiago
dc.contributor.authorTaylor, Jason Guy
dc.date.accessioned2021-12-13T18:50:20Z
dc.date.available2021-12-13T18:50:20Z
dc.date.issued2020pt_BR
dc.description.abstractDifluoroboron β-diketonates complexes are highly luminescent with extensive properties such as their fluorescence both in solution and in solid state and their high molar extinction coefficients. Due to their rich optical properties, these compounds have been studied for their applications in organic electronics such as in self-assembly and applications in biosensors, bio-imaging and optoelectronic devices. The easy and fast synthesis of difluoroboron β-diketonate (BF2dbm) complexes makes their applications even more attractive. Although many different types of difluoroboron β-diketonates complexes have been studied, the cyclic flavanone analogues of these compounds have never been reported in the literature. Therefore, the present work aims to synthesize difluouroboron flavanone β-diketonate complexes, study their photophysical and electrochemical properties and assess their suitability for applications in optoelectronic devices. The synthesis was based on a Baker–Venkataraman reaction which initially provided substituted diketones, which were subsequently reacted with aldehydes to afford the proposed flavanones. The complexation was achieved by reacting flavanones and BF3. Et2O and in total 9 novel compounds were obtained. A representative difluoroboron flavanone complex was subjected to single crystal X-ray diffraction to unequivocally confirm the chemical structure. A stability study indicated only partial degradation of these compounds over a few days in a protic solvent at elevated temperatures. Photophysical studies revealed that the substituent groups and the solvent media significantly influence the electrochemical and photophysical properties of the final compounds, especially the molar absorption coefficient, fluorescence quantum yields, and the band gap. Moreover, the compounds exhibited a single excitedstate lifetime in all studied solvent. Computational studies were employed to evaluate ground and excited states properties and carry out DFT and TDDFT level analysis. These studies clarify the role of each state in the experimental absorption spectra as well as the effect of the solvent.pt_BR
dc.identifier.citationARIZA PAEZ, E. B. et al. Synthesis, photophysical and electrochemical properties of novel and highly fluorescent difluoroboron flavanone β-diketonate complexes. New Journal of Chemistry, v. 44, 2020. Disponível em: <https://pubs.rsc.org/en/content/articlelanding/2020/nj/d0nj03525d>. Acesso em: 10 jun. 2021.pt_BR
dc.identifier.doihttps://doi.org/10.1039/D0NJ03525Dpt_BR
dc.identifier.issn1369-9261
dc.identifier.urihttp://www.repositorio.ufop.br/jspui/handle/123456789/14207
dc.identifier.uri2https://pubs.rsc.org/en/content/articlelanding/2020/nj/d0nj03525dpt_BR
dc.language.isoen_USpt_BR
dc.rightsrestritopt_BR
dc.subjectChromanonept_BR
dc.subjectFlavonoidpt_BR
dc.subjectLuminescencept_BR
dc.subjectQuantum Yieldpt_BR
dc.subjectX-raypt_BR
dc.titleSynthesis, photophysical and electrochemical properties of novel and highly fluorescent difluoroboron flavanone β-diketonate complexes.pt_BR
dc.typeArtigo publicado em periodicopt_BR
Files
Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
ARTIGO_SynthesisPhotophysicalElectrochemical.pdf
Size:
2.3 MB
Format:
Adobe Portable Document Format
Description:
Download
License bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.71 KB
Format:
Item-specific license agreed upon to submission
Description:
Download
Collections
DEQUI - Artigos publicados em periódicos