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Turkish Journal of Chemistry

DOI

10.3906/kim-2004-68

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, $^{1}$H-NMR, $^{13}$C-NMR, and $^{13}$C-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 Fe$^{3+}$, which was referred to 1:2 complex formation between ligand (3) and Fe$^{3+}$. The compound was also studied via density functional theory calculations revealing the interaction mechanism of the molecule with Fe$^{3+}$ ions.

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1264

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