Heteroanalogues of PCBM: N-bridged imino-PCBMs for organic field-effect transistors

Changduk Yang; Shinuk Cho; Alan J Heeger; Fred Wudl

doi:10.1002/anie.200805228

Heteroanalogues of PCBM: N-bridged imino-PCBMs for organic field-effect transistors

Angew Chem Int Ed Engl. 2009;48(9):1592-5. doi: 10.1002/anie.200805228.

Authors

Changduk Yang¹, Shinuk Cho, Alan J Heeger, Fred Wudl

Affiliation

¹ Mitsubishi Chemical Center for Advanced Materials, Department of Chemistry and Biochemistry and Center for Polymers and Organic Solids, University of California, Santa Barbara, CA 93106, USA.

PMID: 19165847
DOI: 10.1002/anie.200805228

Abstract

Crossing the bridge: Two isomeric iminofullerenes, [5,6]-open azafulleroid 1 and [6,6]-closed aziridinofullerene 2, were prepared by cycloaddition of an organic azide to C(60). These "azalogues" enable the study of the effects of the bridging atom in a fullerene cage, that is, C(60)-like (5,6-open) versus PCBM-like (6,6-closed), as a function of their pi systems (PCBM = [6,6]-phenyl-C(61)-butyric acid methyl ester).