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peri-Naphthylenediamines: XL. Solvatochromism of 1-methyl-4-[2-(1-naphthyl)ethenyl]pyridinium salts, including that containing “proton sponge” residue

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Abstract

A number of 1-methyl-4-[2-(1-naphthyl)ethenyl]pyridinium salts were synthesized by condensation of 1,4-dimethylpyridinium iodide with naphthalene-1-carbaldehydes containing dimethylamino groups in positions 4 and 5. The obtained salts are characterized by negative solvatochromism which is the most pronounced for those possessing 1,8-bis(dimethylamino)naphthalene (“proton sponge”) and 1,2,2,3-tetramethyl-2,3-dihydroperimidine residues.

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Original Russian Text © A.F. Pozharskii, N.V. Vistorobskii, A.A. Bardin, E.A. Filatova, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 1, pp. 137–141.

For communication XXXIX, see [1].

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Pozharskii, A.F., Vistorobskii, N.V., Bardin, A.A. et al. peri-Naphthylenediamines: XL. Solvatochromism of 1-methyl-4-[2-(1-naphthyl)ethenyl]pyridinium salts, including that containing “proton sponge” residue. Russ J Org Chem 42, 131–135 (2006). https://doi.org/10.1134/S1070428006010209

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  • DOI: https://doi.org/10.1134/S1070428006010209

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