Syntheses, characterizations and thermal analyses of four novel unsymmetrical β-diketiminates

Abstract

Four novel unsymmetrical β-diketiminates 2-(2,6-diisopropylphenyl)amino-4-(phenyl)imino-2-pentene (4a), 2-(2,6-diisopropylphenyl)amino-4-(4-methylphenyl)imino-2-pentene (4b), 2-(2,6-diisopropylphenyl)amino-4- (4-methoxyphenyl)imino-2-pentene (4c) and 2-(2,6-diisopropylphenyl)amino-4-(4-chlorophenyl)imino-2-pentene (4d) were synthesized with a 77-84% yield, and were characterized by spectroscopic methods (1H NMR, 13C NMR, IR and mass spectrometry), elemental analysis, and X-ray single-crystal diffraction, respectively. Spectroscopic and X-ray single-crystal diffraction analyses determined the structures of the four β-diketiminates. While thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) showed two distinct endothermic peaks for each β-diketiminate at temperatures of 92.55°C and 221.50°C (4a), 93.51°C and 238.82°C (4b), 109.60°C and 329.22°C (4c), 115.43°C and 243.25°C (4d), respectively, corresponding to their melting and boiling points. © 2013 Patil et al.; licensee Springer.