Skip to main content
Log in

Synthesis of Oligomers by Oxidative Dehydrogenation of Dihydric Phenols and Quinones with 3,3′,5,5′-Tetra-tert-butyl-trans-stilbenequinone

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Oxidative dehydrogenation of pyrocatechol and 1,4-benzoquinone with 3,3′,5,5′-tetra-tert-butyl-trans-stilbenequinone as oxidant afforded oligomeric polyhydroquinones and polyquinones. Appropriate reaction conditions have been found, and the resulting oligomers have been characterized by IR and MALDI TOF mass spectra and elemental analyses.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Tibaoui, T., Ayachi, S., Hamidi, M., Bouachrine, M., Paris, M., and Alimi, K., J. Appl. Polym. Sci., 2010, vol. 118, p.711.

    CAS  Google Scholar 

  2. Akhmadullin, R.M., Akhmadullina, A.G., Mukmeneva, N.A., Gazizov, A.R., Tagirov, L.R., Klochkov, V.V., Yavkin, B.V., Orlinskii, S.B., and Nigmatullin, T.F., Res. J. Pharm. Biol. Chem. Sci., 2016, vol. 7, no. 2, p.577.

    CAS  Google Scholar 

  3. Furlani, A., Russo, M.V., and Cataldo, F., Synth. Met., 1989, vol. 29, no. 1, p.507.

    Article  Google Scholar 

  4. Sadykh-Zade, S.I., Ragimov, A.V., Suleimanova, S.S., and Liogon’kii, B.I., Vysokomol. Soedin., 1972, vol. 14, no. 6, p. 1395.

    Google Scholar 

  5. Zhang, A.J., He, J., Guan, Y., Li, Z.Y., Zhang, Y.J., and Zhu, J.X., Sci. China: Chem., 2012, vol. 55, p.5.

    Google Scholar 

  6. Yamamoto, K., Asada, T., Nishide, H., and Tsushida, E., Bull. Chem. Soc. Jpn., 1990, vol. 63, no. 4, p. 1211.

    Article  CAS  Google Scholar 

  7. Wang, P., Martin, B.D., Parida, S., Rethwisch, D.G., and Dordick, J.S., J. Am. Chem. Soc., 1995, vol. 117, no. 51, p. 12885.

    Article  CAS  Google Scholar 

  8. Berlin, A.A., Ragimov, A.V., Sadykh-Zade, S.I., Gadzhieva, T.A., and Takhmazov, B.M., Vysokomol. Soedin., 1975, vol. 17, no. 1, p.111.

    CAS  Google Scholar 

  9. Yamamoto, T. and Kimura, T., Macromolecules, 2011, vol. 44, no. 7, p. 2245.

    Article  CAS  Google Scholar 

  10. Sabaa, M.W., Madkour, T.M., and Yassin, A.A., Polym. Degrad. Stab., 1988, vol. 22, p.195.

    Article  CAS  Google Scholar 

  11. Akhmadullin, R.M. and Akhmadullina, A.G., RU Patent no. 2 552 516, 2015.

  12. Akhmadullin, R.M., Gatiyatullin, D.R., Akhmadullina, A.G., Verizhnikov, L.V., and Mukmeneva, N.A., Vestn. Kazan. Tekhnol. Univ., 2014, vol. 17, no. 6, p.160.

    CAS  Google Scholar 

  13. Bonn, C.R. and Compbell, T.W., J. Org. Chem., 1957, vol. 22, no. 4, p.458.

    Article  Google Scholar 

  14. Ragimov, A.V., Bektashi, F.T., and Liogon’kii, B.I., Vysokomol. Soedin., 1975, vol. 17, no. 12, p. 2753.

    CAS  Google Scholar 

  15. Hoang, H.Y., Akhmadullin, R.M., Akhmadullina, F.Yu., Zakirov, R.K., Akhmadullina, A.G., and Gazizov, A.S., Russ. J. Org. Chem., 2018, vol. 54, p. 1008.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to T. F. Nigmatullin.

Additional information

Original Russian Text © T.F. Nigmatullin, R.M. Akhmadullin, A.S. Gazizov, A.G. Akhmadullina, N.A. Mukmeneva, H.Y. Hoang, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 9, pp. 1307–1312.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nigmatullin, T.F., Akhmadullin, R.M., Gazizov, A.S. et al. Synthesis of Oligomers by Oxidative Dehydrogenation of Dihydric Phenols and Quinones with 3,3′,5,5′-Tetra-tert-butyl-trans-stilbenequinone. Russ J Org Chem 54, 1319–1324 (2018). https://doi.org/10.1134/S1070428018090087

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428018090087

Navigation