Abstract
The protonation of phosphinylmethylpyridines with different structures and their N-oxides differing both in the nature and the number of functional groups (pyridine nitrogen, N → O, and P=O) was studied by potentiometric titration in nitromethane and IR spectroscopy. Regardless of the number of P=O groups, all the investigated phosphinylmethylpyridines were N bases, and their pK values changed in the range 10.4-4.7. In the case of N-oxides of phosphinylmethylpyridines, the oxygen atoms of N → O and P=O groups participated simultaneously in protonation, and the pK values were 6.7-5.0. The structure of the protonation products is discussed.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 922–926, April, 1991.
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Matrosov, E.I., Matveeva, A.G., Bodrin, G.V. et al. Protonation of phosphinylmethylpyridines and their N-oxides in nitromethane. Russ Chem Bull 40, 818–823 (1991). https://doi.org/10.1007/BF00958580
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DOI: https://doi.org/10.1007/BF00958580