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Electrochemical transformations of catecholate and o-amidophenolate complexes with triphenylantimony(V)

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Abstract

The electrochemical properties of catecholate and o-amidophenolate complexes with triphenylantimony(V) with various substituents in the aromatic ring were examined. Introduction of electron-donating groups into the catecholate ligand or replacement of an O atom (in catecholate) by a N atom (o-amidophenolate) stabilizes the monocationic forms of the complexes obtained by one-electron oxidation. Complexes with electron-withdrawing substituents undergo irreversible two-electron oxidation resulting in the elimination of o-quinone. Complexes containing electron-withdrawing ligands do not form o-semiquinones and are inert to atmospheric oxygen. According to electrochemical data, oxygen can be bound reversibly by catecholate complexes containing the electron-donating methoxy groups in the 3,6-di-tert-butylcatecholate ligand and o-amidophenolate derivatives with half-wave oxidation potentials lower than or equal to 0.70 V (vs. Ag/AgCl), which form relatively stable cationic complexes upon the oxidation.

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References

  1. Zanello, P. and Corsini, M., Coord. Chem. Rev., 2006, vol. 250, nos. 15–16, p. 2000.

    Article  CAS  Google Scholar 

  2. Hall, M. and Sowerby, D.B., J. Am. Chem. Soc., 1980, vol. 102, p. 628.

    Article  CAS  Google Scholar 

  3. Holmes, R.R., Day, R.O., Chandrasekhar, V., and Holmes, J.M., Inorg. Chem., 1987, vol. 26, p. 157.

    Article  CAS  Google Scholar 

  4. Holmes, R.R., Day, R.O., Chandrasekhar, V., and Holmes, J.M., Inorg. Chem., 1987, vol. 26, p. 163.

    Article  CAS  Google Scholar 

  5. Gibbons, M.N., Begley, M.J., Blake, A.J., et al., Dalton Trans., 1997, p. 2419.

  6. Tian, Z. and Tuck, D.G., Dalton Trans., 1993, p. 1381.

  7. Biros, S.M., Bridgewater, B.M., Estrada, A.V., et al., Inorg. Chem., 2002, vol. 41, p. 4051.

    Article  CAS  Google Scholar 

  8. Bauer, G., Scheffler, K., and Stegmann, H.B., Chem. Ber., 1976, vol. 109, p. 2231.

    Article  CAS  Google Scholar 

  9. Stegmann, H.B. and Sheffler, K., Chem. Ber., 1968, vol. 101, p. 262.

    Article  CAS  Google Scholar 

  10. Abakumov, G.A., Poddel’sky, A.I., Grunova, E.V., et al., Angew. Chem., Int. Ed. Engl., 2005, vol. 44, p. 2767.

    Article  CAS  Google Scholar 

  11. Cherkasov, V.K., Grunova, E.V., Poddel’sky, A.I., et al., J. Organomet. Chem., 2005, vol. 690, no. 5, p. 1273.

    Article  CAS  Google Scholar 

  12. Cherkasov, V.K., Abakumov, G.A., Grunova, E.V., et al., Chem. Eur. J., 2006, vol. 12, no. 24, p. 3916.

    Article  CAS  Google Scholar 

  13. Poddel’sky, A.I., Somov, N.N., Kurskii, Yu.A., et al., J. Organomet. Chem., 2009, vol. 693, nos. 21–22, p. 3451.

    Google Scholar 

  14. Abakumov, G.A., Cherkasov, V.K., Grunova, E.V., et al., Dokl. Akad. Nauk, 2005, vol. 405, no. 2, p. 199 [Dokl. (Engl. Transl.), vol. 405, no. 2, p. 222].

    Google Scholar 

  15. Poddel’skii, A.I., Smolyaninov, I.V., Kurskii, Yu.A., et al., Izv. Akad. Nauk, Ser. Khim., 2009, no. 3, p. 520.

  16. Magdesieva, T.V., Ivanov, P.S., Kravchuk, D.N., and Butin, K.P., Elektrokhimiya, 2003, vol. 39, no. 11, p. 1390 [Russ. J. Elektrochem. (Engl. Transl.), vol. 39, no. 11, p. 1245].

    Google Scholar 

  17. Gordon, A.J. and Ford, R.A., A Handbook of Practical Data, Techniques, and References, New York: Wiley, 1972.

    Google Scholar 

  18. Wegener, J., Kirschbaum, K., and Giolando, D.M., J. Chem. Soc., Dalton Trans., 1994, p. 1213.

  19. Emsley, J., The Elements, Oxford: Clarendon, 1991.

    Google Scholar 

  20. Poddel’sky, A.I., Cherkasov, V.K., and Abakumov, G.A., Coord. Chem. Rev., 2009, vol. 253, p. 291.

    Article  Google Scholar 

  21. Piskunov, A.V., Aivaz’yan, I.A., Abakumov, G.A., et al., Izv. Akad. Nauk, Ser. Khim., 2007, no. 2, p. 253.

  22. Smolyaninov, I.V., Letichevskaya, N.N., Kulakov, A.V., et al., Elektrokhimiya, 2007, vol. 43, no. 10, p. 1251 [Russ. J. Elektrochem. (Engl. Transl.), vol. 43, no. 10, p. 1187].

    Google Scholar 

  23. Dessey, R., Chivers, T., and Kitching, W., J. Am. Chem. Soc., 1966, vol. 88, p. 467.

    Article  Google Scholar 

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Correspondence to A. I. Poddel’skiy.

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Original Russian Text © I.V. Smolyaninov, A.I. Poddel’skiy, N.T. Berberova, V.K. Cherkasov, G.A. Abakumov, 2010, published in Koordinatsionnaya Khimiya, 2010, Vol. 36, No. 9, pp. 650–657.

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Smolyaninov, I.V., Poddel’skiy, A.I., Berberova, N.T. et al. Electrochemical transformations of catecholate and o-amidophenolate complexes with triphenylantimony(V). Russ J Coord Chem 36, 644–650 (2010). https://doi.org/10.1134/S1070328410090022

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  • DOI: https://doi.org/10.1134/S1070328410090022

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