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Abstract <p>The reaction of <i>ortho</i>-carboranilithium with 3,6-di(2-pyridyl)-1,2,4,5-tetrazine, considered as an example of the “from challenging to simple” strategy in the chemistry of carboranes, leads to the previously unknown 3-<i>ortho</i>-carboranyl-[1,2,3]triazolo[1,5-<i>a</i>]pyridine as a result of cleavage of the tetrazine cycle and subsequent formation of the triazole cycle with nitrogen elimination. The structure of the obtained compound was confirmed by the spectroscopic and X-ray diffraction studies. The reaction mechanism, which was additionally confirmed by quantum-chemical calculations of electron densities and the Fukui function, was proposed.</p>

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Reactivity Features of ortho-Carboranillithium towards 3,6-Diaryl-1,2,4,5-tetrazines

  • 期刊论文

  • 发表日期：

    2025年6月1日

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  • T. D. Moseev,
  • D. S. Kopchuk,
  • L. A. Smyshliaeva,
  • A. N. Tsmokaluk,
  • P. A. Slepukhin,
  • A. V. Rybakova,
  • M. V. Varaksin,
  • G. V. Zyryanov,
  • V. N. Charushin,
  • O. N. Chupakhin

摘要

Abstract

The reaction of ortho-carboranilithium with 3,6-di(2-pyridyl)-1,2,4,5-tetrazine, considered as an example of the “from challenging to simple” strategy in the chemistry of carboranes, leads to the previously unknown 3-ortho-carboranyl-[1,2,3]triazolo[1,5-a]pyridine as a result of cleavage of the tetrazine cycle and subsequent formation of the triazole cycle with nitrogen elimination. The structure of the obtained compound was confirmed by the spectroscopic and X-ray diffraction studies. The reaction mechanism, which was additionally confirmed by quantum-chemical calculations of electron densities and the Fukui function, was proposed.