- Turkish Journal of Chemistry
- Vol: 44 Issue: 5
- A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, an...
A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, analysis, and theoretical studies
Authors : Shaya Al-raqa, Ipek Omeroglu, Dogan Erbahar, Mahmut Durmus
Pages : 1254-1264
View : 12 | Download : 5
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :Phenyl-4,4-di(3,6-dibutoxyphthalonitrile) (3) was synthesized by the reaction of 1,4-phenylenebisboronic acid (1) and 4-bromo-3,6-dibutoxyphthalonitrile (2), using Suzuki cross-coupling reaction. The newly synthesized compound (3) was characterized by FT-IR, MALDI-MS, ESI-MS, 1H-NMR, 13C-NMR, and 13C-DEPT-135-NMR. The fluorescence property of phenyl-4,4-di(3,6-dibutoxyphthalonitrile) (3) towards various metal ions was investigated by fluorescence spectroscopy, and it was observed thatthe compound (3) displayed a significantly ‘turn-off’ response to Fe3+, which was referred to 1:2 complex formation between ligand (3) and Fe3+. The compound was also studied via density functional theory calculations revealing the interaction mechanism of the molecule with Fe3+ ions.Keywords : Phthalonitrile, Suzuki cross-coupling, fluorescence, chemosensor, Fe3+ ion