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Photochemical and Picric Acid-Catalyzed Isomerization of 4-(4′-Dimethylaminostyryl)pyridine

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Abstract

Equilibrium photoisomerization of trans-DASP into cis-DASP occurs in a solution. In presence of picric and trifluoroacetic acids in acetonitrile, cis-DASP isomerizes into trans-DASPH+ cation. The reaction is inhibited by three molecules of PicOH. Acid-catalyzed mechanism of isomerization is confirmed by semiempirical calculation (PM3) of changes in standard heats of the separate steps.

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Titskii, G.D., Gaidash, T.S., Matvienko, V.N. et al. Photochemical and Picric Acid-Catalyzed Isomerization of 4-(4′-Dimethylaminostyryl)pyridine. Theoretical and Experimental Chemistry 38, 179–184 (2002). https://doi.org/10.1023/A:1019657019418

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  • DOI: https://doi.org/10.1023/A:1019657019418

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