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Pregled bibliografske jedinice broj: 1029160

Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes


Zlatić, Katarina; Ayouchia, Hicham Ben El; Anane, Hafid; Mihaljević, Branka; Basarić, Nikola; Rohand, Taoufik
Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes // Journal of photochemistry and photobiology. A, Chemistry, 388 (2020), 112206; 1-8 doi:10.1016/j.jphotochem.2019.112206 (međunarodna recenzija, članak, znanstveni)


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Naslov
Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes

Autori
Zlatić, Katarina ; Ayouchia, Hicham Ben El ; Anane, Hafid ; Mihaljević, Branka ; Basarić, Nikola ; Rohand, Taoufik

Izvornik
Journal of photochemistry and photobiology. A, Chemistry (1010-6030) 388 (2020), 112206; 1-8

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
BODIPY ; fluorescence spectroscopy ; solvatochromism

Sažetak
A series of BODIPY (4, 4-difluoro-4-bora-3a, 4a-diaza-s-indacene) dyes, substituted at the 3 and 5 positions was synthesized and their spectral and photophysical properties were investigated in solvents of different polarity and polarizability. All compounds are characterized by strong absorption bands at 500-580 nm, corresponding to S0→S1 transition, the typical for the BODIPY chromophore. Emission spectra are mirror images to absorption with maxima at 520-600 nm. Substitution of the BODIPY chromophore by Cl or thioalkyl substituents induces batochromic shifts in both absorption and emission spectra for 50-60 nm and induces higher quantum yields of fluorescence (Φf = 0.1-0.7). The findings were rationalized by TD-DFT computations. The dyes exhibit weak solvatochromic properties which could not be correlated to solvent polarizability, contrary to majority of BODIPY derivatives. Furthermore, estimated singlet excited state lifetimes (τ = 2-6 ns) reveal that radiative and non-radiative rate constants for deactivation from S1 do not vary with changes in solvent polarity/polarizability. However, the highest values of Φf and τ are generally found in solvents of high polarizability. Presented spectroscopic and photophysical study is important for the use of dyes as chemodosimeters for thiols and cystein, as well as for the rational design of new molecular probes.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2014-09-6312 - Supramolekulska kontrola fotokemijskih reakcija eliminacije (Nikola Basarić, )

Ustanove
Institut "Ruđer Bošković", Zagreb

Citiraj ovu publikaciju

Zlatić, Katarina; Ayouchia, Hicham Ben El; Anane, Hafid; Mihaljević, Branka; Basarić, Nikola; Rohand, Taoufik
Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes // Journal of photochemistry and photobiology. A, Chemistry, 388 (2020), 112206; 1-8 doi:10.1016/j.jphotochem.2019.112206 (međunarodna recenzija, članak, znanstveni)
Zlatić, K., Ayouchia, H., Anane, H., Mihaljević, B., Basarić, N. & Rohand, T. (2020) Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes. Journal of photochemistry and photobiology. A, Chemistry, 388 (112206), 1-8 doi:10.1016/j.jphotochem.2019.112206.
@article{article, year = {2020}, pages = {1-8}, DOI = {10.1016/j.jphotochem.2019.112206}, keywords = {BODIPY, fluorescence spectroscopy, solvatochromism}, journal = {Journal of photochemistry and photobiology. A, Chemistry}, doi = {10.1016/j.jphotochem.2019.112206}, volume = {388}, number = {112206}, issn = {1010-6030}, title = {Spectroscopic and photophysical properties of mono- and dithiosubstituted BODIPY dyes}, keyword = {BODIPY, fluorescence spectroscopy, solvatochromism} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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