Basicity of 3,6-diphenyl-1,2,4,5-tetrazine

Authors

  • P. E. Трифонов St. Petersburg State Technological Institute, St. Petersburg 198013
  • B. Ю. Зубарев St. Petersburg State Technological Institute, St. Petersburg 198013
  • А. А. Малин St. Petersburg State Technological Institute, St. Petersburg 198013
  • B. А. Островский St. Petersburg State Technological Institute, St. Petersburg 198013

Abstract

We have determined the basicity of 3,6-diphenyl-1,2,4,5-tetrazine in aqueous solutions of sulfuric acid (pKBH+ is −4.8). According to quantum chemical calculations done by the MNDO method and the ab initio method in a 6-31G++ basis, the tetrazine ring is a nonpolar, highly aromatic system similar to benzene. The aromaticity of the tetrazine hererocycle decreases significantly upon protonation, which considerably destabilizes the protonated form.

How to Cite
Trifonov, R. E.; Zubarev, V. Y.; Malin, A. A.; Ostrovskii, V. A. Chem. Heterocycl. Compd. 1998, 34, 111. [Khim. Geterotsikl. Soedin. 1998, 34, 120.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290622

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Published

1998-01-25

Issue

No. 1 (1998)

Section

Original Papers