Abstract
The hydrogen bond complexes between phenols and 2,3-bis(2-pyridyl)-pyrazine BPP) are investigated by infrared spectroscopy in carbon tetrachloride solution. The formation constants for the complexes of 1–1 stoichiometry are higher than those predicted from the pKa of BPP. This is also the case for other N-heteroaromatic bases (pyridazine, 2,2′-bipyrimidine) characterized by two vicinal equivalent nitrogen atoms. The thermodynamic and infrared data of the complexes show that BPP cannot be considered as a proton sponge.
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