Abstract
Selective protonation of 1, 6-naphthyridine and its N-oxides was studied from the results of ultraviolet spectra in various concentrations of sulfuric acid. Nitrogen atom in 6-position was protonated preferentially to that in 1-position, which seems to be caused by the stability of 2, 6-quinonoid structure. This point is also supported by the difference in the changes of effective nuclear charges on protonation, which are calculated by SCF-LCAO-MO method. It was also shown that protonation plays an important role in N-oxidation of some heteroaromatic amines with a peracid.
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