Hydrogen bonding of tris(diethylamino)phosphine oxide, tris(diethylamino)phosphine sulfide, tris(diethylamino)phosphine selenide and N,N-dimethylthioacetamide with various proton donors

Abstract

The equilibrium constants, wavenumber shifts and thermodynamic quantities of the 1 : 1 hydrogen bonded complexes of tris(diethylamino)phosphine oxide, tris(diethylamino)phosphine sulfide, tris(diethylamino)phosphine selenide and N,N-dimethylthioacetamide with napthols, trihalogenated ethanols and monohalogenated ethanols were determined by near-infrared spectroscopy in carbon tetrachloride at 288.15, 298.15, 308.15 and 318.15 K. A comparison of the equilibrium constants and the enthalpy changes of hydrogen bond formation gives the order (Et₂N)₃PO > (Et₂N)₃PSe MeC(S)NMe₂ for the proton acceptors and the order 2-naphthol > 1-naphthol > 2,2,2-trifluorethanol > 2,2,2-trichloroethanol > 2,2,2,-tribromoethanol > 2-bromoethanol > 2-chloroethanol > 2-fluoroethanol for the proton donors.