Skip to main content
Log in

Solution phase electron transfer versus bridge mediated electron transfer across carboxylic acid terminated thiols

  • Original Paper
  • Published:
Journal of Solid State Electrochemistry Aims and scope Submit manuscript

Abstract

Self-assembled monolayers (SAMs) of thiols with carboxylic acid terminal groups were formed on gold substrates. The electron transfer characteristics of redox species on the above SAM-modified electrodes were studied in acid and neutral media with the help of voltammetry under two different conditions: (1) solution phase electron transfer and (2) bridge mediated electron transfer. Two redox systems, viz., [Fe(CN)6]4-/3− and Ru[(NH3)6]2+/3+ were chosen for the solution phase study. Investigations of bridge mediated electron transfer were carried out by functionalising the SAM with redox moieties and then studying their redox behaviour. For this study, ferrocene carboxylic acid and 1,4-diamino anthraquinone were used and they were linked to carboxylic acid terminated thiols by covalent linkage. The voltammetric results with mercaptoundecanoic acid SAM demonstrate the difference in behaviour between solution phase and bridge mediated electron transfer processes.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Willner I, Willner B (1997) Adv Mater 9:51

    Article  Google Scholar 

  2. Willner I, Willner B (1998) J Mater Chem 8:2543

    Article  CAS  Google Scholar 

  3. Drexler KE (ed) (1992) Nanosystems-molecular machinery, manufacturing and computation. Wiley, New York

    Google Scholar 

  4. Patolsky F, Gabriel T, Willner I (1999) J Electroanal Chem 479:69

    Article  CAS  Google Scholar 

  5. Murray RW (1984) In Bard AJ (ed) Electroanalytical chemistry, vol 13, Chapter 3. Marcel Dekker, New York

  6. Finklea HO (1996) In Bard AJ, Rubinstein I (eds) Electroanalytical chemistry, vol 19. Marcel Dekker, New York, pp 109–335

  7. Berchmans S, Ramalechume C, Lakshmi V, Yegnaraman V (2002) J Mater Chem 12:2538

    Article  CAS  Google Scholar 

  8. Gittins DI, Bethell D, Nichols J, Schiffrin DJ (2000) J Mater Chem 10:79

    Article  CAS  Google Scholar 

  9. Berchmans S, Sathyajith R, Yegnaraman V (2002) Mater Chem Phys 77:390

    Article  Google Scholar 

  10. Swaminatha Prabu K, Berchmans S, Yegnaraman V (2000) Abs No 966, The 198th meeting of the electrochem. Soc, Phoenix, October 22–27

  11. Berchmans S, Yegnaraman V, Sandhyarani N, Murty KVGK, Pradeep T (1999) J Electroanal Chem 170:468

    Google Scholar 

  12. Berchmans S, Yegnaraman V, Prabhakara Rao G (1998) J Solid State Electrochem 3:52

    Article  CAS  Google Scholar 

  13. Berchmans S, Yegnaraman V, Prabhakara Rao G (1997) Proc Indian Acad Sci (Chem Sci) 109(4):277

    CAS  Google Scholar 

  14. Younan Xia, John A Rogers, Kateri E. Paul, George M Whitesides (1999) Chem Rev 99:1823

    Article  Google Scholar 

  15. Jon Hendrik Schon, Hong Meng, Zhenan Bao (2001) Nature 413:713

    Article  Google Scholar 

  16. Aviram A, Ratner MA (1974) Chem Phys Lett 29:277

    Article  CAS  Google Scholar 

  17. Clegg RS, Hutchison JE (1999) J Am Chem Soc 121:5319

    Article  CAS  Google Scholar 

  18. Che G, Li Z, Zhang H, Cabrera CR (1998) J Electroanal Chem 453:9

    Article  CAS  Google Scholar 

  19. Yang D, Zi M, Chen B, Gao Z (1999) J Electroanal Chem 470:114

    Article  CAS  Google Scholar 

  20. Diao P, GuO M, Jiang D, Jia Z, Cui X, Gu D, Tong R, Zhong B (2000) J Electroanal Chem 480:59

    Article  CAS  Google Scholar 

  21. Sarathy KV, Thomas PJ, Kulkarni GU, Rao CNR (1999) J Phys Chem B 103:499

    Article  Google Scholar 

  22. Pethkar S, Aslam M, Mulla LS, Ganeshan P, Vijayamohanan K (2001) J Mater Chem 11:1710

    Article  CAS  Google Scholar 

  23. Daniel Bretts JL, Rhian Williams, Paul Wilde C (2002) J Electroanal Chem 538–539:65

    Article  Google Scholar 

  24. Tender L, Carter MT, Murray RW (1994) Anal Chem 66:3173

    Article  CAS  Google Scholar 

  25. Weber K, Creager SE (1994) Anal Chem 66:3164

    Article  CAS  Google Scholar 

  26. Haddox RM, Finklea HO (2004) J Phys Chem B 108:1694

    Article  CAS  Google Scholar 

  27. Smalley JF, Finklea HO, Chidsey CED, Linfond MR, Creager SE, Ferraris JP, Chalfant K, Zawodzinek T, Feldberg SW, Newton MD (2003) J Am Chem Soc 125:2004

    Article  CAS  Google Scholar 

  28. Finklea HO, Yoon K, Chamberlain E, Allen J, Haddox R (2001) J Phys Chem B 105:3088

    Article  CAS  Google Scholar 

  29. Nicholson RS, Shain I (1965) Anal Chem 37:1351

    Article  CAS  Google Scholar 

  30. Sabatani E, Rubinstein I (1987) J Phys Chem 91:6663

    Article  CAS  Google Scholar 

  31. Finklea HO, Srider DA, Fedyk J, Sabatani E, Gafni Y, Rubinstein I (1993) Langmuir 9:3660

    Article  CAS  Google Scholar 

  32. Amatore C, Saveant JM, Tessier D (1983) J Electroanal Chem 147:39

    Article  CAS  Google Scholar 

  33. Laviron E (1979) J Electroanal Chem 101:19

    Article  CAS  Google Scholar 

  34. Bard AJ, Rubinstein I (1996) Electroanalytical chemistry. Marcel Dekkar Inc. Vol. 19, p255

  35. Brown AP, Anson FC (1977) Anal Chem 49:1587

    Article  Google Scholar 

Download references

Acknowledgements

The DRDO, New Delhi is gratefully acknowledged for financial support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. Yegnaraman.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Berchmans, S., Nirmal, R.G., Prabaharan, G. et al. Solution phase electron transfer versus bridge mediated electron transfer across carboxylic acid terminated thiols. J Solid State Electrochem 10, 439–446 (2006). https://doi.org/10.1007/s10008-005-0011-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10008-005-0011-0

Keywords

Navigation