Abstract
Using the semiempirical quantum-chemical PM3 method, we have studied the formation of a quaternized diazine ring in a series of 4-dimethylaminonaphthalic acid derivatives under Vilsmeier-Haack reaction conditions. We have established that the reaction may occur via a two-step cycloisomerization of the intermediate Vilsmeier adduct, through six-center cyclic transition states.
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Institute of Single Crystals, National Academy of Sciences of Ukraine, 60 Prospekt Lenina, Khar'kov 310001, Ukraine. Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 36, No. 4, pp. 201–205, July–August, 2000.
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Patsenker, L.D. Theoretical study of the pathway for diazine ring formation in a series of 4-dimethylaminonaphthalic acid derivatives under Vilsmeier-Haack reaction conditions. Theor Exp Chem 36, 183–186 (2000). https://doi.org/10.1007/BF02522748
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DOI: https://doi.org/10.1007/BF02522748