Fluorescence ratiometric sensing of polyols by phenylboronic acid complexes with ligands exhibiting excited-state intramolecular proton transfer in aqueous micellar media

Trejo-Huizar, Karla Elisa; Jiménez‐Sánchez, Arturo; Martínez‐Aguirre, Mayte A.; Yatsimirsky, Anatoly K.

doi:10.1016/j.jlumin.2016.07.007

Cited by 6 publications

(1 citation statement)

References 41 publications

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“…Numerous attempts have been made to design ESIPT‐based molecular units conjugated with various additional receptor sites such as 2‐(2′‐hydroxyphenyl)benzoxazole, 2‐(2′‐hydroxyphenyl)imidazole, 2‐phenyl‐3‐hydroxy‐4(1H)‐quinolone, 3‐hydroxyflavone, hydroxybenzo[ h ]quinoline, and 2‐(2′‐hydroxyphenyl)imidazo[1,2‐ a ]pyridines along with unusual naphthylphenols and phenylnaphthols for sensing and biological studies. Such units showed emission in organic/mixed aqueous media, which was triggered through the ESIPT process.…”

Section: Designing Of Probes and Its Strategic Insightsmentioning

confidence: 99%

Electronically‐tuned 2‐(2′‐Hydroxyphenyl)‐4‐pyrenylthiazole through Bond Energy Transfer Donor–Acceptor Couples: Sensing and Biological Applications

Huh

Pandith

Cho

et al. 2018

Bulletin Korean Chem Soc

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A novel pyrene‐conjugated 2‐(2′‐hydroxyphenyl)thiazole probe (HPTP, 1) was prepared, and its photophysical and sensing properties were investigated and compared to those of four model compounds. HPTP effectively detects CN− and glycerol in DMSO, with “turn off” at 425 nm and “turn on” at 495 nm. The sensing ability of 1 towards CN− ions in DMSO, mediated by the hydrogen bonding‐induced disaggregation of aggregates, resulted in the quenching of ESIPT emission at 425 nm. By contrast, in a DMSO–glycerol mixed medium, the aggregate size increased together with the increased degree of intermolecular π–π interactions between two pyrene units located on adjacent molecules, and resulted in partial inhibition of energy/charge transfer from the pyrene unit to the thiazole unit in the excited state. Excitation energy transfer with increased photostability of the ESIPT core was effectively demonstrated in Candida albicans cell lines.

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