More research is needed about 1,8-Diazanaphthalene

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A large number of experimental and computational gas-phase basicity data for monocyclic and polycyclic aromatic azines, including values taken from the recent literature, were examined to explore how internal (structural) effects influence gas-phase basicity (GB) and/or proton affinity (PA) of aza nitrogen. Substituent electron withdrawing effects on the pyridine ring may induce a decrease in PA as large as 200?kJ?mol?1. Polarizability of alkyl and aryl groups increases experimental PA by up to 100?kJ?mol?1, as in the case of 1- and 2-aza[6]helicene. The many computational studies involving azines, often performed in search of ?superbasicity?, were reviewed. Calculations at the DFT level, carried out on chelating azine systems bearing strong electron donor substituents, yielded PAs much higher than the current upper limit of the experimental scale. The structural variety of aromatic azines, from hexaazabenzene to the phosphazeno derivative of azacalix[3](2,6)pyridine, generates aza-nitrogen PAs ranging from ca. 650 up to 1300?kJ?mol?1.

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Reference£º
1,235-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N229 – PubChem