Gain in magnetic shielding of the <sup>15</sup>N nucleus in a successive series of related 10, 12, and 14 π-electron heterocycles: 2,1,3-bensothiadiazole, 1,3,2,4-benzodithiadiazine, and 1,3,5,2,4-benzotrithiadiazine

Authors

  • M. M. Шакиров Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • И. B. Береговая Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • А. В. Зибарев Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090

Abstract

A significant (≈85 ppm) increase in shielding of the 15N nucleus is observed in the successive series of 10, 12, and 14 π-electron heterocycles: 2,1,3-benzothiadiazole, 1,3,2,4-benzodithiadiazine, and 1,3,5,2,4-benzotrithiadiazine, as compared to the gain from both the full and the π-charge of the nitrogen atom. Possible antiaromaticity of the 12 π-electron dithiadiazine, containing a low-lying activation state, does not appear clearly in the 15N NMR.

How to Cite
Shakirov, M. M.; Beregovaya, I. V.; Zibarev, A. V. Chem. Heterocycl. Compd. 1995, 31, 231. [Khim. Geterotsikl. Soedin. 1995, 262.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169686

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Published

1995-02-25

Issue

No. 2 (1995)

Section

Original Papers