Synthesis, characterization, electrochemical behaviors and applications in the Suzuki-Miyaura cross-coupling reactions of N_2S_2O_2 thio Schiff base ligand and its Cu(II), Co(III), Ni(II), Pd(II) complexes and their usage in the fabrication of organic-inorganic hybrid devices

摘要

The thio Schiff base ligand N,N'-bis(o-hydroxy-l-naphtaldehydene)-l,2-bis(o-amino phenilthio)ethane (L) was synthesized by the condensation of o-hydroxy-l-naphthaldehyde and 1.2-bis(2-amino thio-phenol)ethane. The reactions of the ligand with different transition metal(II) salts under reflux system condition afforded a series of metal complexes such as Cu(ll), Co(lII), Ni(II) and Pd(II). Ligand and its complexes were characterized by a combination of elemental analysis, UV-vis spectroscopy, FT-1R,1H NMR, MS and TGA/DTA. The electrochemical properties of L and [Cu(L)] were investigated using cyclic voltammetry (CV) in the solutions of dimethyl sulfoxide (DMSO). The catalytic property of thio Schiff base ligand with Suzuki cross-coupling reactions were also determined with different substituted aryl halides in the presence of aryl boronic acid and Pd(AcO)2 as catalyst. In addition, the fabrication of organic-inorganic hybrid devices using L and its Co(III), Ni(ll) and Pd(II) complexes and their electrical properties have been reported.