Remarkable Effect of the Dithiafulvene Structures on their Capacity as Reducing Agents: Influence of Conjugated Thiocarbonyl Group

LANTERNA, ANABEL E.; TORRESAN, MARÍA F.; IGLESIAS, RODRIGO A.; CORONADO, EDUARDO A.; GRANADOS, ALEJANDRO M.

APPLIED SURFACE SCIENCE

ELSEVIER SCIENCE BV

Año: 2018 vol. 465 p. 1061 - 1065

0169-4332

The use of dithiafulvene (DTF) derivative compounds having strong electrondonating properties as reducing agents to obtain noble metal nanoparticles (PdNP, AgNP, AuNP)is demonstrated. The resulting oxidized DTF product was characterized byspectroelectrochemistry. The stability of the colloidal dispersions are explained considering thatthe oxidized DTF layer have a delocalized positive charge providing both steric and electrostaticstabilization, which allows that the generated nanoparticles remain in a colloidal state for sixmonths or more. Our results suggest that the presence of a thiocarbonyl group in DTF moeityincreases the stability of the oxidized DTF (radical cation DTF 2+?), avoiding the formation of thetetrathiafulvene (TTF) as occurs with other derivatives reported in literature, which do not have aconjugated thiocarbonyl group in their structure. It has also been shown that the capacity as areductive agent of DTF strongly depends on the substitution pattern of the base structure.