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Electrocatalytic debromination of open-chain and cyclic dibromides in ionic liquids with cobalt(II)salen complex as mediator

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Abstract

The electrocatalytic reduction of open-chain and cyclic dibromides in ionic liquids, mediated by cobalt(II)salen, was investigated. Macro-scale constant-potential electrolysis in an undivided cell gave the corresponding debrominated products in moderate to good yields. The workup process after electrolysis proved to be much simpler in the ionic liquid than that in organic solvents. The possibility of reuse of the ionic liquid was demonstrated.

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References

  1. A.E. Visser, R.P. Swatloski, R.D. Rogers, Green Chem. 2, 1 (2001)

    Article  Google Scholar 

  2. T. Welton, Chem. Rev. 99, 2071 (1999)

    Article  CAS  Google Scholar 

  3. P. Wassersheid, W. Keim, Angew. Chem. Int. Ed. 39, 3772 (2000)

    Article  Google Scholar 

  4. R.D. Rogers, K.R. Seddon, S. Volkov (eds.), Green Industrial Applications of Ionic liquids (Kluwer, Dordrecht, 2002)

    Google Scholar 

  5. R.D. Rogers, K.R. Seddon (eds.), Ionic liquids as Green Solvents, Progress and Prospects (American Chemical Society, Washington, DC, 2003)

    Google Scholar 

  6. T. Fuchigami, S. Inagi, in Electrochemical Aspects of Ionic Liquids, 2nd edn., ed. by H. Ohno (Wiley, New Jersey, 2011), Chap. 8, pp. 101–127

  7. P. Hapiot, C. Lagrost, Chem. Rev. 108, 2238 (2008)

    Article  CAS  Google Scholar 

  8. J. Yoshida, K. Kataoka, R. Horcajada, A. Nagaki, Chem. Rev. 108, 2265 (2008)

    Article  CAS  Google Scholar 

  9. M.C. Buzzeo, R.G. Evans, R.G. Compton, ChemPhysChem 5, 1106 (2004)

    Article  CAS  Google Scholar 

  10. D.S. Silvester, R.G. Compton, Z. Phys. Chem. 220, 1247 (2006)

    Article  CAS  Google Scholar 

  11. A.J. Fry, J. Electroanal. Chem. 546, 35 (2003)

    Article  CAS  Google Scholar 

  12. L. Gaillon, F. Bedioui, J. Mol. Catal. A 214, 91 (2004)

    Article  CAS  Google Scholar 

  13. B.K. Sweeny, D.G. Peters, Electrochem. Commun. 3, 712 (2001)

    Article  CAS  Google Scholar 

  14. M.C. Lagunas, D.S. Silvester, L. Aldous, R.G. Compton, Electroanalysis 18, 2263 (2006)

    Article  CAS  Google Scholar 

  15. M. Mellah, S. Gmouh, M. Vaultier, V. Jouikov, Electrochem. Commun. 5, 591 (2003)

    Article  CAS  Google Scholar 

  16. R. Barhdadi, C. Comminges, A.P. Doherty, J.Y. Nédélec, S. O’Toole, M. Troupel, J. Appl. Electrochem. 37, 723 (2007)

    Article  CAS  Google Scholar 

  17. T. Sawamura, S. Kuribayashi, S. Inagi, T. Fuchigami, Org. Lett. 12, 644 (2010)

    Article  CAS  Google Scholar 

  18. M. Tokuda, A. Hayashi, H. Suginome, Bull. Chem. Soc. Jpn. 64, 2590 (1991)

    Article  CAS  Google Scholar 

  19. P. Hapiot, D. Lorcy, A. Tallec, R. Carlier, A. Robert, J. Phys. Chem. 100, 14823 (1996)

    Article  CAS  Google Scholar 

  20. C. Lagrost, D. Carrie, M. Vaultier, P. Hapiot, J. Phys. Chem. A 107, 745 (2003)

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama, 226-8502, Japan

    Yi Shen, Shinsuke Inagi, Mahito Atobe & Toshio Fuchigami

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  1. Yi Shen
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  2. Shinsuke Inagi
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  3. Mahito Atobe
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  4. Toshio Fuchigami
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Correspondence to Toshio Fuchigami.

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Shen, Y., Inagi, S., Atobe, M. et al. Electrocatalytic debromination of open-chain and cyclic dibromides in ionic liquids with cobalt(II)salen complex as mediator. Res Chem Intermed 39, 89–99 (2013). https://doi.org/10.1007/s11164-012-0634-6

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  • DOI: https://doi.org/10.1007/s11164-012-0634-6

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