Synthesis and Electrochemical and Computational Analysis of Two New Families of Thiophene-Carbonyl Molecules

Two
oligomeric families of materials containing thiophene-carbonyl
and thiophene-dicarbonyl units have been synthesized and characterized
with emphasis on structural, electrochemical, and electronic properties.
Three thiophene-carbonyl derivatives containing 1, 2, and 3 carbonyl
groups exhibited one, two, and three one-electron reversible reduction
processes, respectively. On the other hand, three thiophene-dicarbonyl
derivatives exhibited two, four, and six reversible reduction processes,
respectively. The electrochemical stability of these materials derives
from the existence of the various anionic species, monoanion, dianion,
trianion, and so forth, respectively, in the form of enolate anions.
Single crystals and density functional theory models of typical structures
were obtained and compared to investigate the electronic properties
of the two series of molecules. The exhibited electrochemical characters
endowed these structures with a potential application prospect in
the field of electrical energy storage.