Synthesis, Structural, Spectroscopic and Electrochemical Properties of Novel S- and S,O-Substituted 1,4-Naphthoquinones

Abstract

New S- and S,O-substituted 1,4-naphthoquinone compounds 3, 4 and 5 were synthesized from the reaction of 2,3-dichloro-1,4-naphthoquinone (1) with 2-mercaptobenzylalcohol (2) in ethanol with sodium carbonate for 2 h at room temperature. The structures of novel compounds were characterized by using micro analysis, FT-IR, UV/Vis, (1)H NMR, (13)C NMR, mass spectra, cyclic voltammetry and fluorescence spectrophotometer. The crystal structure of 3 was determined by X-ray diffraction method. The compound 3 was crystallized in the triclinic crystal system (space group P-1) with the unit cell parameters a = 7.9433(10) angstrom, b = 8.1707(11) angstrom, c = 10.5705(11) angstrom, alpha = 91.173(6)degrees, beta = 93.564(6)degrees, gamma = 106.115(6)degrees.