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Russian Journal of Organic Chemistry

, Volume 54, Issue 11, pp 1710–1714 | Cite as

Photocatalytic Synthesis of 1,3-Dioxacyclanes from Diols and Primary Alcohols Effected by a System FeCl3–NaNO2/O2(Air)

  • A. R. MakhmutovEmail author
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Abstract

Diols and primary alcohols were subjected to the action of a system FeCl3–NaNO2/O2 (air) under mercury lamp irradiation to synthesize unsubstituted and 2-methyl-1,3-dioxacyclanes: 1,3-dioxolane, 1,3-dioxepane, 1,3-dioxocane, 2-methyl-1,3-dioxolane, 2-methyl-1,3-dioxepane, 2-methyl-1,3-dioxocane. The probable mechanism of the photocatalytic synthesis of 1,3-dioxacyclanes was described by an example of 2-methyl-1,3-dioxolane.

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References

  1. 1.
    Ding, D., Pan, X., Zhang, Z., Li, N., Zhu, J., and Zhu, X., Polymer. Chem., 2016, vol. 7, p. 5258. doi  https://doi.org/10.1039/C6PY01061J CrossRefGoogle Scholar
  2. 2.
    Vanparijs, N., Nuhn, L., and De Geest, B.G., Chem. Soc. Rev., 2017, vol. 46, p. 1193.CrossRefGoogle Scholar
  3. 3.
    Danilov, A.M., Chem. Technol. Fuels Oils, 2014, vol. 50, p. 406. doi  https://doi.org/10.1007/s10553-014-0540-2 CrossRefGoogle Scholar
  4. 4.
    Shavshukova, S.Yu., Vikhareva, I.N., and Udalova, E.A., Bashkir. Khim. Zh., 2009, vol. 16, p. 123.Google Scholar
  5. 5.
    Burczyk, B., J. Prakt. Chem., 1980, vol. 322, p. 173. doi  https://doi.org/10.1002/prac.19803220123 CrossRefGoogle Scholar
  6. 6.
    Schnurpfeil, D. and Maurer, G., J. Prakt. Chem., 1994, vol. 336, p. 307.CrossRefGoogle Scholar
  7. 7.
    Miller, S., Bobbitt, J., and Leadbeater, N.E., Org. Biomol. Chem., 2017, vol. 15, p. 2817. doi  https://doi.org/10.1039/C7OB00039A CrossRefGoogle Scholar
  8. 8.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2018, vol. 25, p. 51.Google Scholar
  9. 9.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2017, vol. 24, p. 33.Google Scholar
  10. 10.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2017, vol. 24, p. 18.Google Scholar
  11. 11.
    Zhang, H., Zhang, W., Zhao, M., Yang, P., and Zhu, Z., Chem. Commun., 2017, vol. 53, p. 1518. doi  https://doi.org/10.1039/C6CC09050H CrossRefGoogle Scholar
  12. 12.
    Weissberger, A., Proskauer, E.S., Riddick, J.A., and Toops, E.E., Technics of Organic Chemistry, vol. 7: Organic Solvents: Physical Properties and Methods of Purification, New York: Wiley, 1955.Google Scholar

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© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  1. 1.Bashkir State UniversityUfa, BashkortostanRussia

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