Skip to main content
SpringerLink
Log in

Synthesis of fluorescent long-chain thiols/disulfides as building-blocks for self-assembled monolayers preparation

  • Rapid Communication
  • Published:
Central European Journal of Chemistry

Abstract

New symmetrical disulfides together with the corresponding thiols bearing fluorescent end-groups have been synthesized as building-blocks for self-assembled monolayers (SAMs). The synthesis has been accomplished starting from aromatic nitrogen heterocycles in three steps. The conversion of the tosylated intermediate into the final disulfide is accomplished by use of sodium hydrogen sulfide (NaSH). Both products (thiols and disulfides) were isolated and characterized.

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. A. Ulman, Chem. Rev. 96, 1533 (1996)

    Article  CAS  Google Scholar 

  2. A. Ulman, An Introduction to Ultrathin Organic Films (Academic Press, New York, 1991)

    Google Scholar 

  3. J.C. Love, L.A. Estroff, J.K. Kriebel, R.G. Nuzzo, G.M. Whitesides, Chem. Rev. 105, 1103 (2005)

    Article  CAS  Google Scholar 

  4. C.D. Bain, J. Evall, G.M. Whitesides, J. Am. Chem. Soc. 111, 7155 (1989)

    Article  CAS  Google Scholar 

  5. C.D. Bain, G.M. Whitesides, Science (Washington, D.C.) 240, 62 (1988)

    Article  CAS  Google Scholar 

  6. D. Witt, R. Klajn, P. Barski1, B.A. Grzybowski, Curr. Org. Chem. 8, 1763 (2004) and references therein

    Article  CAS  Google Scholar 

  7. A. Operamolla, O. Hassan, F. Babudri, G.M. Farinola, F. Naso, J. Org. Chem. 72, 10272 (2007)

    Article  CAS  Google Scholar 

  8. C.A. Canaria, J.O. Smith, C.J. Yu, S. E. Fraser, S. Lansford, Tetrahedron Lett. 46, 4813 (2005)

    Article  CAS  Google Scholar 

  9. L.J. Yeager, Y.D. Amirsakis, E. Newman, R.L: Garrell, Tetrahedron Lett. 39, 8409 (1998)

    Article  CAS  Google Scholar 

  10. F. Tao, S.L. Bernasek, Chem. Rev. 107, 1408 (2007)

    Article  CAS  Google Scholar 

  11. R.J. Willicut, R.L. McCarley, Adv. Mater. 7, 759 (1995)

    Article  CAS  Google Scholar 

  12. R.J. Willicut, R.L. McCarley, J. Am. Chem. Soc. 116, 10823 (1994)

    Article  CAS  Google Scholar 

  13. J.M. Tour, Acc. Chem. Res. 33, 791 (2000)

    Article  CAS  Google Scholar 

  14. R.W. Zehner, B.F. Parsons, R. P. Hsung, L.R. Sita, Langmuir 15, 1121 (1999)

    Article  CAS  Google Scholar 

  15. T. Baunach, D.M. Kolb, Anal. Bioanal. Chem. 373, 74 (2002)

    Google Scholar 

  16. J.L.G. Ruano, A. Parra, J. Aleman, J. Green Chem. 10, 706 (2008)

    Article  Google Scholar 

  17. A. Ghorbani-Choghamarani, S.J. Sardari, J. of Sulfur Chem. 32, 63 (2011)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Material Science and Chemical Engineering, Politecnico di Torino, 10129, Torino, Italy

    Sushilkumar A. Jadhav

  2. Italian Interuniversity consortium for Materials Science and Technology, 50121, Firenze, Italy

    Sushilkumar A. Jadhav

Authors
  1. Sushilkumar A. Jadhav
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Sushilkumar A. Jadhav.

Additional information

Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia dei Materiali (INSTM), 50121 Firenze, Italy

About this article

Cite this article

Jadhav, S.A. Synthesis of fluorescent long-chain thiols/disulfides as building-blocks for self-assembled monolayers preparation. cent.eur.j.chem. 10, 295–299 (2012). https://doi.org/10.2478/s11532-011-0140-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2478/s11532-011-0140-5

Keywords

Search

Navigation