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Synthesis and structures of ethoxymethylene derivatives of 1,3-diethoxycyclohexenylium perchlorate

  • Organic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

1,3-Diethoxy-4,6-di(ethoxymethylene)-5,5-dimethylcyclohexenylium perchlorate (6a) was synthesized from 1,3-diethoxy-5,5-dimethylcyclohexenylium perchlorate by successive introduction of ethoxymethylene groups. Perchlorate6a was also obtained from dimedone in one preparative step. Compound6a was studied by X-ray diffraction analysis. The bond lengths in the fragment containing the C(1)–C(4) and C(6) atoms of the six-membered ring of the cation are substantially equalized and close to the Carom-Carom bond length. Apparently, this fact indicates that the positive charge is primarily delocalized over the aromatic system.

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Authors and Affiliations

  1. Research Institute of Physical and Organic Chemistry of Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation

    E. P. Olekhnovich

  2. Department of Chemistry, Rostov State University, 7 ul. Zorge, 344090, Rostov-on-Don, Russian Federation

    I. V. Korobka, A. B. Larionov, A. V. Chernoivanov, V. G. Arsen ev & L. P. Olekhnovich

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation

    O. Ya. Borbulevych

  4. Institute of Single Crystals of the National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001, Khar'kov, Ukraine

    O. V. Shishkin

Authors
  1. E. P. Olekhnovich
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  2. I. V. Korobka
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  3. O. Ya. Borbulevych
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  4. A. B. Larionov
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  5. A. V. Chernoivanov
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  6. O. V. Shishkin
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  7. V. G. Arsen ev
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  8. L. P. Olekhnovich
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2300–2304, November, 1998.

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Olekhnovich, E.P., Korobka, I.V., Borbulevych, O.Y. et al. Synthesis and structures of ethoxymethylene derivatives of 1,3-diethoxycyclohexenylium perchlorate. Russ Chem Bull 47, 2229–2233 (1998). https://doi.org/10.1007/BF02494287

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  • DOI: https://doi.org/10.1007/BF02494287

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