Skip to main content
SpringerLink
Log in

Electrochemical Behavior of Indoles with Methyl, Benzyl, and Dibenzyl-4-yl Groups

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2,3-Dimethylindole, N-benzyl-2-methylindole, and 2-(dibenzyl-4-yl)-7-benzylindole (DBBI) under conditions for potentiodynamic electrochemical polymerization (0.3–0.9 V vs. Ag/Ag+ in acetonitrile) underwent dimerization reactions as was shown by simulation of the potentiodynamic cycles. But DBBI alone polymerized (and only on Au), obviously because of its free N and C(3) positions. This conducting polymer could be technically interesting, because it does not show redox activities in the potential range 0.0–1.1 V vs. the Ag/AgCl electrode.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. P. C. Pandey, J. Chem. Soc., Faraday Trans. 1, 84, 2259 (1988).

    CAS  Google Scholar 

  2. P. N. Bartlett and J. Farington, J. Electroanal. Chem., 261, 471 (1989).

    Article  CAS  Google Scholar 

  3. G. Zotti, S. Zecchin, G. Schiavon, R. Seraglia, A. Berlin, and A. Canavesi, Chem. Mater., 6, 1742 (1994).

    Article  CAS  Google Scholar 

  4. P. Jennings, A. C. Jones, A. R. Mount, and A. D. Thomson, J. Chem. Soc., Faraday Trans., 93, 3791 (1997).

    Article  CAS  Google Scholar 

  5. H. Talbi, E. B. Maarouf, B. Humbert, M. Alnot, J. J. Ehrhardt, J. Ghanbaja, and D. Billaud, J. Phys. Chem. Solids, 57, 1145 (1996).

    CAS  Google Scholar 

  6. R. J. Waltman, A. F. Diaz, and J. Bargon, J. Phys. Chem., 88, 4343 (1984).

    Article  CAS  Google Scholar 

  7. K. Jackowska and J. Bukowska, Pol. J. Chem., 66, 1477 (1992).

    CAS  Google Scholar 

  8. A. R. Mount and A. D. Thomson, J. Chem. Soc., Faraday Trans., 94, 553 (1998).

    Article  CAS  Google Scholar 

  9. A. Berlin, A. Canavesi, G. Schiavon, S. Zecchin, and G. Zotti, Tetrahedron, 52, 7947 (1996).

    Article  CAS  Google Scholar 

  10. R. Holze and C. H. Hamann, Tetrahedron, 47, 737 (1991).

    Article  CAS  Google Scholar 

  11. C. H. Hamann, R. Holze, and F. Koeleli, Dechema Monographie, 121, 297 (1990).

    CAS  Google Scholar 

  12. A. Kelaidopoulou, G. Kokkinidis, and E. Coutouli-Argyropoulou, Electrochim. Acta, 43, 987 (1998).

    Article  CAS  Google Scholar 

  13. X. Kissman, D. W. Farnsworth, and B. Witkop, J. Am. Chem. Soc., 74, 3948 (1952).

    CAS  Google Scholar 

  14. R. Garmer, P. A. Albisser, M. A. Penswick, and M. J. Whitehead, Chem. Ind., No. 3, 110 (1974).

    Google Scholar 

  15. E. B. Maarouf, D. Billaud, and E. Hannecart, Mater. Res. Bull., 29, 637 (1994).

    Article  CAS  Google Scholar 

  16. D. Billaud, E. B. Maarouf, and E. Hannecart, Adv. Sci. Tech. (New Horizonts for Materials), 4, 287 (1995).

    CAS  Google Scholar 

  17. S. W. Kong, K. M. Choi, and K. H. Kim, J. Phys. Chem. Solids, 53, 657 (1992).

    Article  CAS  Google Scholar 

  18. D. K. Gosser, Jr., Cyclic Voltammetry and Analyses of Reaction Mechanisms, VCH, Weinheim, 1993.

    Google Scholar 

  19. I. Buder, Ph.D. Thesis, Saarbrucken, 2001.

Download references

Author information

Authors and Affiliations

  1. FR 8.13. Physical Chemistry, Saarland University, D-66123, Saabrucken, Germany

    I. Buder & G. Schwitzgebel

  2. Department of Organic Chemistry and Chemistry of Natural Compounds, Iv. Javakhishvili Tbilisi State University, 380028, Tbilisi, Georgia

    Sh. Samsoniya, E. Gogritchiani & I. Chikvaidze

Authors
  1. I. Buder
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. Schwitzgebel
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Sh. Samsoniya
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. E. Gogritchiani
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. Chikvaidze
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

__________

Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1320–1322, September, 2005.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Buder, I., Schwitzgebel, G., Samsoniya, S. et al. Electrochemical Behavior of Indoles with Methyl, Benzyl, and Dibenzyl-4-yl Groups. Chem Heterocycl Compd 41, 1121–1129 (2005). https://doi.org/10.1007/s10593-005-0290-5

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-005-0290-5

Keywords

Search

Navigation