We have been studying the concept of self-assembly within phases of fullerene derivatives in organic photovoltaic devices to promote higher electron mobility. The first results were published as a communication (J. Am. Chem. Soc. 2008, 130, 17290–17292), and two full papers reporting on the details of these systems are forthcoming:
Self-assembling fullerene acceptors (shuttlecocks) for bulk-heterojunction photovoltaic devices:
A larger rendering of the beautiful 2-naphthyl shuttlecock system formed in the crystal by a network of ten C–H···π non-bonded interactions between the naphthyl groups. Each dimer is made of complementary chiral helical monomers.
Hirshfeld surface rendering of points of close contacts in the crystal structure of 6,9,12,15,18-pentakis(4′acetophenone 1,2-ethanediol ketal)-1-hydrofullerene, showing the curvature of the bowl of this shuttlecock system: