EFFICIENT NUCLEOPHILIC SUBSTITUTION IN SELF-ASSEMBLED MONOLAYER OF DITHIOL ON GOLD

Authors

  • Mateusz Woźny Polish Academy of Sciences
  • Karolina Maria Tomczyk Polish Academy of Sciences
  • Urszula Elżbieta Wawrzyniak Warsaw University of Technology

DOI:

https://doi.org/10.1007/3443

Keywords:

dithiols, gold, tetraazamacrocycles, electrochemistry, nucleophilic substitution, self-assembled monolayers.

Abstract

Many self-assembled monolayers of dithiols on gold feature terminal SH groups, the nucleophilic nature of which provides opportunities for covalent binding of electrophiles through sulfide linkages. This work describes an efficient coupling of dithiol derivative of 4,4'dihydroxybiphenyl immobilized on Au surface with a mesylate ester present in the solution. The procedure did not require a glove box or any specialized equipment and provided a high surface concentration of the redox active product. The modified Au-SAM electrode was investigated electroanalytically.

Author Biographies

Mateusz Woźny, Polish Academy of Sciences

Institute of Organic Chemistry

Dr.

Karolina Maria Tomczyk, Polish Academy of Sciences

Institute of Organic Chemistry

 

Dr.

Urszula Elżbieta Wawrzyniak, Warsaw University of Technology

Department of Microbioanalytics, Faculty of Chemistry

 

Dr.

Published

2017-02-06