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A Biphenol-Based Chemosensor for Zn II and Cd II Metal Ions: Synthesis, Potentiometric Studies, and Crystal Structures

2016; American Chemical Society; Volume: 55; Issue: 15 Linguagem: Inglês

10.1021/acs.inorgchem.6b01145

1520-510X

Gianluca Ambrosi, Mauro Formica, Vieri Fusi, Luca Giorgi, Eleonora Macedi, Mauro Micheloni, Paola Paoli, Patrizia Rossi,

Analytical Chemistry and Chromatography

We synthesized and characterized the ligand N,N'-bis[(2,2'-dihydroxybiphen-3-yl)methyl]-N,N'-dimethylethylenediamine (L), which contains two biphenol moieties linked as side arms to an N,N'-dimethylethylenediamine scaffold. The ligand is highly soluble in a 50/50 (v/v) water/ethanol mixture and, in its deprotonated form H-2L(2-), is able to coordinate transition-metal ions such as Ni(II), Zn(II), Cu(II), Cd(II), and Pd(II). The crystal structures of [Ni(H-2L)·2n-BuOH], [Ni(H-2L)·2MeOH], [Cd(H-2L)·2DMF], [Cu(H-2L)(DMF)], and [Pd(H-2L)(DMF)] were also determined and described. Potentiometric titrations were carried out in a mixed solvent with Zn(II), Cu(II), and Ni(II) metal ions to determine the acid-base and stability constants. L was highly fluorescent in the visible range (400 nm). Moreover, its emission intensity increased upon the addition of Zn(II) or Cd(II) ions in an ethanol/water solution and behaved as a chemosensor for the presence of these ions in the solution.