Sánchez-Viesca F, Berros M

Language: Spanish
References: 45
Page: 20-29
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ABSTRACT

In this communication we provide a theoretical explanation to the regiochemistry in the nitration of the benzopyridines as well as to the relative yields of the obtained products.
A review of the preparation procedures of the compounds under study is given, as well as the related spectroscopy. A careful study of ¹H NMR spectra revealed the existence of hydrogen bonds in these compounds. They are of the type C-H---O-N=O, the hydrogen being at peri position to the nitro group. The existence of these bonds explains the down-field shifts observed in the signals of the involved protons.
The mass spectra of 5-nitro- and 8-nitroquinoline were determined. The fragmentation mechanisms of the typical ruptures are advanced.

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