Synfacts 2007(9): 0931-0931  
DOI: 10.1055/s-2007-968896
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

A Oligothiophene-Fullerene Dyad

Contributor(s): Timothy M. Swager, Gaku Fukuhara
T. Nishizawa, K. Tajima*, K. Hashimoto*
The University of Tokyo, Japan
Further Information

Publication History

Publication Date:
23 August 2007 (online)

Significance

A novel oligothiophene 1 and its fullerene derivative 2 were synthesized in order to investigate their film morphologies and photo-physical and photovoltaic properties. The authors noticed that the fullerene group inherently possesses a self-aggregation tendency and the π-π interaction of the oligothiophene also works to form supramolecular self-assembled architecture. The oligothiophene 1 was synthesized via a Stille cross-coupling of 3 and 4, followed by acid-catalyzed cleavage of tetrahydropyranyl ether (THP). The final step was accomplished via subsequent esterification of 1 with the fullerene derivative 6 to afford the dyad 2.