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Carbonylation of polychlorinated biphenyls over cobalt carbonyl catalyst modified with propylene oxide

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Abstract

The positional and substrate selectivities in the carbonylation of polychlorinated biphenyls in the catalytic system cobalt carbonyl-1,2-epoxypropane-base were studied. No direct relation was found between the degree of chlorination of the initial compounds and the reaction rate. The rate and selectivity of carbonylation are determined by radical anion mechanism of the substrate activation stage and by the presence of halogen atoms in the ortho-positions of polychlorinated biphenyl molecules.

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References

  1. Danilina, A.E. and Kutsenko, V.V., Polikhlorirovannye bifenily—supertoksikanty XXI veka (Polychlorinated Biphenyls—Supertoxicants of the XXIth Century), Moscow: VINITI, 2000, inf. issue no. 5, p. 5.

    Google Scholar 

  2. Khudolei, V.V., Gusarov, E.E., Klinskii, A.V., Livanov, G.A., and Startsev, A.A., Stoikie organicheskie zagryazniteli: puti resheniya problemy (Persistent Organic Pollutants: Ways of Solving Problems), St. Petersburg: Nauch.-Issled. Inst. Khim. S.-Peterb. Gos. Univ., 2002, p. 363.

    Google Scholar 

  3. Rotinyan, M.A., Malkov, Yu.P., and Gusarov, E.E., Region. Ekol., 2000, no. 10, p. 83.

  4. Zanaveskin, L.N. and Aver’yanov, V.A., Usp. Khim., 1998, vol. 67, no. 8, p. 788.

    CAS  Google Scholar 

  5. Alonso, F., Beletskaya, I.P., and Yus, M., Chem. Rev., 2002, vol. 102, no. 11, p. 4008.

    Article  Google Scholar 

  6. Brunelle, D., Mendiraratta, A.K., and Singleton, D.A., Environ. Sci. Technol., 1985, vol. 19, no. 8, p. 740.

    Article  CAS  Google Scholar 

  7. Taniguchi, S., Hosomi, M., Murakami, A., Iimura, S., Usukura, K., and Ozava, S., Chemosphere, 1996, vol. 32, no. 1, p. 199.

    Article  CAS  Google Scholar 

  8. De Philippis, P., Chianese, A., and Pochetti, F., Chemosphere, 1997, vol. 35, no. 8, p. 1659.

    Article  Google Scholar 

  9. Gorbunova, T.I., Zapevalov, A.Ya., Kirichenko, V.E., Saloutin, V.I., and Chupakhin, O.N., Zh. Prikl. Khim., 2000, vol. 73, no. 4, p. 610.

    CAS  Google Scholar 

  10. Gorbunova, T.I., Zapevalov, A.Ya., Saloutin, V.I., and Chupakhin, O.N., Zh. Prikl. Khim., 2002, vol. 75, no. 3, p. 460.

    Google Scholar 

  11. Ostanina, N.Yu., Dul’tseva, L.D., Suvorov, A.L., and Chupakhin, O.N., Zh. Prikl. Khim., 2002, vol. 75, no. 5, p. 832.

    Google Scholar 

  12. Boyarskiy, V.P., Zhesko, T.E., Lanina, S.A., and Nikiforov, V.A., Organohal. Compd., 2001, vol. 54, p. 226.

    Google Scholar 

  13. Nikiforov, V.A., Boyarskiy, V.P., Lanina, S.A., Zhesko, T.E., Kolehmainen, E., and Virtanen, E., Organohal. Compd., 2002, vol. 56, p. 409.

    CAS  Google Scholar 

  14. Zhesko, T.E., Boyarskii, V.P., Lanina, S.A., and Nikiforov, V.A., RU Patent no. 2 215 729, 2003; Byull. Izobret., 2003, no. 31.

  15. Boyarskii, V.P., Zhesko, T.E., and Lanina, S.A., Zh. Prikl. Khim., 2005, vol. 78, no. 11, p. 1875.

    Google Scholar 

  16. Mills, S.A., Thal, D.I., and Barney, J., Chemosphere, 2007, vol. 68, no. 9, p. 1603.

    Article  CAS  Google Scholar 

  17. Zhesko, T.E., Boyarskii, V.P., and Nikitina, A.G., Russ. J. Gen. Chem., 1998, vol. 68, no. 1, p. 78.

    CAS  Google Scholar 

  18. Rossi R.A. and de Rossi, R.H., Aromatic Substitution by the SRN1 Mechanism, Washington, DC: Am. Chem. Soc., 1983.

    Google Scholar 

  19. Gordon, A.J. and Ford, R.A., The Chemist’s Companion, New York: Wiley, 1972.

    Google Scholar 

  20. Dorofeeva, O.V., Novikov, V.P., Moiseeva, N.F., and Yungman, V.S., J. Mol. Struct.: Teochem, 2003, vol. 637, p. 137.

    Article  CAS  Google Scholar 

  21. Mizukami, Y., J. Mol. Struct.: Teochem, 1999, vol. 488, p. 11.

    Article  CAS  Google Scholar 

  22. Pan, D. and Philips, D.L., Chem. Phys. Lett., 2000, vol. 318, p. 214.

    Article  CAS  Google Scholar 

  23. Lanina, S.A., Zhesko, T.E., Boyarskiy, V.P., Nikiforov, V.A., Kolehmainen, E., and Virtanen, E., Organohal. Compd., 2003, vol. 63, p. 268.

    CAS  Google Scholar 

  24. Kolehmainen, E., Tuppurainen, K., Lanina, S.A., Sievanen, E., Laihia, K., Boyarskiy, V.P., Nikiforov, V.A., and Zhesko, T.E., Chemosphere, 2006, vol. 62,no. 3, p. 368.

    Article  CAS  Google Scholar 

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Correspondence to S. A. Lanina.

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Original Russian Text © S.A. Lanina, V.P. Boyarskii, T.E. Zhesko, V.A. Nikiforov, T.Ya. Bart, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 1, pp. 134–139.

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Lanina, S.A., Boyarskii, V.P., Zhesko, T.E. et al. Carbonylation of polychlorinated biphenyls over cobalt carbonyl catalyst modified with propylene oxide. Russ J Gen Chem 78, 127–132 (2008). https://doi.org/10.1134/S1070363208010210

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  • DOI: https://doi.org/10.1134/S1070363208010210

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