Effect of Solvents on the Deprotonation Reaction of 10-(5-Iodovanillyl)-5,15-bis(pentaflourophenyl)corrole

Abstract

Spectroscopic studies of 10-(5-iodovanillyl)-5,15-bis(pentafluorophenyl)corrole in aprotic organic solvents reveal a change in its state in acetonitrile, DMF, and pyridine, due to the deprotonation reaction of one of the NH-groups. In contrast to the existing opinion about the deprotonating role of the solvent, an alternative explanation of this reaction in acetonitrile and DMF is proposed, in which the main reason for it include the polarity of the solvent and the basicity of the impurities of extra-atmospheric origin (apparently ammonia) dissolved in it.

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ACKNOWLEDGMENTS

The authors are grateful to D.B. Berezin for providing their objects of study and N.L. Pechnikova for her help in performing their gas chromatography–mass spectrometry analysis.

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Correspondence to E. A. Venediktov.

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Venediktov, E.A., Tulikova, E.Y. Effect of Solvents on the Deprotonation Reaction of 10-(5-Iodovanillyl)-5,15-bis(pentaflourophenyl)corrole. Russ. J. Phys. Chem. 95, 63–67 (2021). https://doi.org/10.1134/S0036024421010301

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Keywords:

  • corrole
  • deprotonation
  • solvent
  • spectroscopy