A fluorescent chemosensor for sequential recognition of gallium and hydrogen sulfate ions based on a new phenylthiazole derivative

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

“…1‐(Bromoacetyl)pyrene and other compounds used in the synthesis were purchased from Sigma‐Aldrich Co. (Munich, Germany) and used as received. 2‐(2’‐Hydroxyphenyl)‐4‐phenylthiazole ( HPTB , 3 ), 2‐(2′‐hydroxyphenyl)‐4‐chloromethylthiazole ( HPTC , 4 ), and ethyl 2‐(2′‐hydroxyphenyl)‐thiazole‐4‐carboxylate ( HPTE , 5 ) were prepared according to literature procedures. Fluorescence quantum yields were determined by integrating the corrected fluorescence spectra.…”

“…Recently, we developed various HPT-based fluorescent probes for the recognition of metal ions and anions in organic and semi-aqueous media. [18][19][20][21][22] However, only a few molecules showed good photostability in mixed aqueous media, with ESIPT-based emission. The ESIPT process is known to be ineffective in aqueous media because of the hydration (solvation) induced by hydrogen bonding with solvent water molecules (Figure S1, Supporting information).…”

“…According to the reported results, ESIPT emission would be predominant in planar π fluorophores (polyaromatic hydrocarbons), in specific solvents as well as in the solid state. Recently, we developed various HPT ‐based fluorescent probes for the recognition of metal ions and anions in organic and semi‐aqueous media . However, only a few molecules showed good photostability in mixed aqueous media, with ESIPT‐based emission.…”

Fluorescence sensor for sequential detection of zinc and phosphate ions

“…We also reported a thiazole-based compound containing a phenol or naphthol at the position 2 and an ester moiety at the position 4 as a very good Al 3+ sensor [51,52]. Recently, we reported the synthesis of a phenol/naphthol-containing thiazole-based sensor for the sequential detection of Ga and HSO 4 − [53]. In this study, we prepared compound 1 containing a tosylamideprotected aniline at the position 2 of a thiazole ring and an ester moiety at the position 4 ( Fig.…”

“…All other materials for the syntheses were purchased from Aldrich Chemical Co. and used as received without further purification. Compound 3 was obtained following a literature procedure [45], and the quantum yield (Φ) was calculated as reported [53]. The solutions of metal ions were prepared from their analytical-grade perchlorate salts, and those of the anions were prepared from their tetrabutylammonium (TBA) salts.…”