A Schiff Base and Its Copper(II) Complex as a Highly Selective Chemodosimeter for Mercury(II) Involving Preferential Hydrolysis of Aldimine over an Ester Group
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文摘
The syntheses of a new Schiff base, diethyl-5-(2-hydroxybenzylidene)aminoisophthalate (HL), and a copper complex, [Cu(L2)] (1), imparting L鈥?/b>, have been described. Both the ligand HL and complex 1 have been thoroughly characterized by elemental analyses, electrospray ionization mass spectrometry, FT-IR, NMR (1H and 13C), electronic absorption, and emission spectral studies and their structures determined by X-ray single-crystal analyses. Distinctive chemodosimetric behavior of HL and 1 toward Hg2+ has been established by UV/vis, emission, and mass spectral studies. Comparative studies further revealed that the chemodosimetric response solely originates from selective hydrolysis of the aldimine moiety over the ester group and 1 exhibited greater selectivity toward Hg2+ relative to HL while the sensitivity order is reversed. Further, these followed different hydrolytic pathways but ended up with the same product analyzed for diethyl-5-aminoisophthalate (DEA). Hg2+-induced displacement of Cu2+ and subsequent hydrolysis of the 鈭扝C鈺怤鈥?moiety in 1 affirmed the identity of the actual species undergoing hydrolysis as HL. The occurrence of Cu2+ displacement and Hg2+ detection via hydrolytic transformation has been supported by various physicochemical studies.

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