Electronic, infrared, mass spectrometry and thermal studies on the reaction of 2-amino-6-methylpyridine with π-acceptors

Abstract

The spectrophotometric characteristics of the solid charge-transfer molecular complexes (CT) formed in the reaction of the electron donor 2-amino-6-methylpyridine (2A6MPy) with the π-acceptors tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TBCHD) have been studied in chloroform at 25 °C. These were investigated through electronic and infrared spectra as well as elemental analysis.The results show that the formed solid CT-complexes have the formulas [(2A6MPy)(TCNE)2], [(2A6MPy)2(DDQ)], [(2A6MPy)4(TBCHD)] in full agreement with the known reaction stoichiometries in solution as well as the elemental measurements. The formation constant kCT, molar extinction coefficient εCT, free energy change ΔG0 and CT energy ECT have been calculated for the CT-complexes [(2A6MPy)(TCNE) 2] and [(2A6MPy)2(DDQ)].