<p>New acenaphthene-based heterocyclic compounds were obtained as a result of the reaction between acenaphthenequinone and NH<sub>2</sub>−CH<sub>2</sub>−R (where R=Py or thiophene) in the presence of ZnCl<sub>2</sub> as a template. Depending on the type of primary alkyl-amine used, the reaction resulted in the formation of pyrrole, pyrazine or pyrrolidine rings. All compounds were characterized using spectroscopic methods and their structures were confirmed via X-ray diffraction analysis. The electrochemical properties of the new heterocyclic compounds were studied using cyclic voltammetry and electron paramagnetic resonance spectroelectrochemistry. It was demonstrated that these new acenaphthene-based heterocycles exhibit multi-acceptor properties, rendering them promising candidates for use as redox-active ligands in coordination chemistry.</p>

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New acenaphthene-based heterocycles: synthesis, crystal structure, and spectroelectrochemistry

  • Vera V. Khrizanforova,
  • Robert R. Fayzullin,
  • Evgeniya B. Krasovskaya,
  • Artem S. Agarkov,
  • Dilyara O. Mingazhetdinova,
  • Tatiana P. Gerasimova,
  • Vladimir I. Morozov,
  • Yulia H. Budnikova

摘要

New acenaphthene-based heterocyclic compounds were obtained as a result of the reaction between acenaphthenequinone and NH2−CH2−R (where R=Py or thiophene) in the presence of ZnCl2 as a template. Depending on the type of primary alkyl-amine used, the reaction resulted in the formation of pyrrole, pyrazine or pyrrolidine rings. All compounds were characterized using spectroscopic methods and their structures were confirmed via X-ray diffraction analysis. The electrochemical properties of the new heterocyclic compounds were studied using cyclic voltammetry and electron paramagnetic resonance spectroelectrochemistry. It was demonstrated that these new acenaphthene-based heterocycles exhibit multi-acceptor properties, rendering them promising candidates for use as redox-active ligands in coordination chemistry.