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Structural Chemistry

, Volume 27, Issue 6, pp 1733–1741 | Cite as

An unusually stable pyridine-2-selenenyl chloride: structure and reactivity

  • Victor N. Khrustalev
  • Zhanna V. Matsulevich
  • Rinat R. Aysin
  • Julia M. Lukiyanova
  • Georgy K. Fukin
  • Yan V. Zubavichus
  • Rizvan K. Askerov
  • Abel M. Maharramov
  • Alexander V. Borisov
Original Research

Abstract

According to an X-ray diffraction study, pyridine-2-selenenyl chloride (1) characterized by unusually high stability both in solutions and in the solid state adopts a dimeric structure formed by two secondary intermolecular Se···N interactions. However, it slowly transforms into zwitterionic T-shaped pyridinium-2-selenenyl dichloride (2) in a dichloromethane solution. Conformational features, electronic structures, and reactivities of 1 and 2 are discussed on the basis of experimental and theoretical (quantum chemical calculations) data.

Keywords

Pyridine-2-selenenyl chloride T-shaped adduct Conformational analysis Molecular structure DFT calculation Crystal structure 

Notes

Acknowledgments

The authors thank the Russian Foundation for Basic Research (Grant No. 14-03-00914) and the Russian Academy of Sciences in the framework of the program “Theoretical and experimental study of chemical bonding and mechanisms of chemical reactions and processes” for financial support of this work.

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Victor N. Khrustalev
    • 1
    • 2
  • Zhanna V. Matsulevich
    • 3
  • Rinat R. Aysin
    • 2
  • Julia M. Lukiyanova
    • 3
  • Georgy K. Fukin
    • 4
  • Yan V. Zubavichus
    • 5
  • Rizvan K. Askerov
    • 6
  • Abel M. Maharramov
    • 6
  • Alexander V. Borisov
    • 3
  1. 1.Peoples’ Friendship University of RussiaMoscowRussian Federation
  2. 2.A. N. Nesmeyanov Institute of Organoelement Compounds of RASMoscowRussian Federation
  3. 3.R. E. Alekseev Nizhny Novgorod State Technical UniversityNizhny NovgorodRussian Federation
  4. 4.G. A. Razuvaev Institute of Metalloorganic Chemistry of RASNizhny NovgorodRussian Federation
  5. 5.National Research Center “Kurchatov Institute”MoscowRussian Federation
  6. 6.Baku State UniversityBakuAzerbaijan

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