Synthesis of Azobenzene Substituted Tripod-Shaped Bi(p-phenylene)s.Adsorption on Gold and CdS Quantum-Dots Surfaces

Tetrahedron 2013
J. Hierrezuelo, R. Rico, M. Valpuesta, A. Diaz, J.M. Lopez-Romero, M. Rutkis, J. Kreigberga, Valdis Kampars, M. Algarra

We report here the synthesis of several tripod-shaped oligo(p-phenylene)s with legs composed of two phenylene units. Each leg is end-capped with a thioacetate group for adhesion to metallic surfaces. An azobenzene chromophore group is present on the functional arm of the tripod. The key step in the synthesis is the Pd-catalyzed Suzuki cross-coupling reaction of the silicon derivative core molecule with substituted phenyl moieties and azobenzene derivatives. Gold surfaces prepared by thermal evaporation and CdS quantum-dots surfaces were covered by the tripod-shaped molecules. Modified surfaces were characterized by atomic force microscopy (AFM), fluorescence, and Kelvin Probe analyses.

Keywords
Oligo(p-phenylene)s; Chromophores; SAMs; Surfaces; Nanostructures; Kelvin-Probe; Sensors
DOI
10.1016/j.tet.2013.02.054
Hyperlink
http://www.sciencedirect.com/science/article/pii/S0040402013002809

Hierrezuelo, J., Rico, R., Valpuesta, M., Diaz, A., Lopez-Romero, J., Rutkis, M., Kreigberga, J., Kampars, V., Algarra, M. Synthesis of Azobenzene Substituted Tripod-Shaped Bi(p-phenylene)s.Adsorption on Gold and CdS Quantum-Dots Surfaces. Tetrahedron, 2013, Vol.69, Iss.16, pp.3465-3474. ISSN 0040-4020. Available from: doi:10.1016/j.tet.2013.02.054

Publication language
English (en)