期刊
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
卷 2021, 期 12, 页码 1140-1151出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.202001129
关键词
Copper; PNP pincer ligands; Redox chemistry; Spectroelectrochemistry; Azide click reaction
资金
- Iran National Science Foundation (INSF) [94006007]
- Research Affairs Division of Isfahan University of Technology (IUT), Iran
- Deutsche Forschungsgemeinschaft (DFG) [KL-1194/17-1, PL-155/17-1]
- German Academic Exchange Service (DAAD) [KD-0001052598-2]
- University of Shiraz, Iran
- Projekt DEAL
The study describes the synthesis of a new Cu(I) complex and its catalytic activity, investigates the redox reaction between the ligand and Cu(II), and discusses the effect of different solvents on the reaction.
The new Cu(I) complex [Cu(PNPNTPh-Ph)Cl] (1) containing the tridentate PNP pincer ligand N,N '-bis(diphenylphosphino)-2,6-diamino-4-phenyl-1,3,5-triazine was obtained from the reaction of [Cu(SMe2)Cl](n) with the ligand as ether solvate 1(.)0.5Et(2)O. 1 was independently obtained from a reaction mixture containing the ligand and the Cu(II) precursor CuCl(2)(.)2H(2)O in 50 % yield alongside with the Cu(II) coordination polymer [Cu(O2PPh2)(2)](n) (2). From the reaction of Cu(NO3)(2) . 3H(2)O with PNPNTPh-Ph in the presence of pyridine the complexes [Cu(O2PPh2)(2)(Py)(2)(H2O)] (3), [Cu(O2PPh2)(Py)(2)(NO3)](2) (4), and [Cu(Py)(4)(NO3)(2)]Py-. (5), were obtained, 2, 3, and 4 contain diphenyl-phosphinate ligands. The underlying redox reaction of the ligand and Cu(II) yielding the oxidised ligands observed in the by-products and the Cu(I) product complex was further studied using electrochemistry and UV-vis spectroelectrochemistry. Attempts to synthesise the Cu(II) complex [Cu(PNPNTPh-Ph)(NO3)(2)] (6) in a mechanochemical experiment gave evidence for this unprecedented species from ESI-MS(+) and EPR spectroscopy but also revealed its very high sensitivity to air and moisture. The catalytic activity of 1 was investigated in the azide-alkyne cycloaddition yielding various 1-benzyl-4-phenyl-1H-1,2,3-triazoles. The environmentally benign (green) and cheap EtOH/H2O solvent mixture turned out to be very suitable. Melting points, FT-IR, and NMR spectra of the triazole products were analysed.
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