Trans-1-bis-C60 adducts with terpyridyl or pyridylpyrrolidine groups

ORGN 258

Sheng Zhang, Shengz@clemson.edu, Olena Lukoyanova, lolena@clemson.edu, and Luis Echegoyen, luis@clemson.edu. Department of Chemistry, Clemson University, Clemson, SC 29634
Regioselective multiple adduct formation on C60 is an interesting but challenging problem. Some tether-directed synthetic methodologies have successfully been developed to address these issues. Based on the Retro-Bingel reaction developed in our group, we have designed and synthesized two trans-1 fulleropyrrolidine compounds, 1 and 2, starting from an equatorial malonate tetraadduct of C60. These synthetic strategies and electrochemical properties of these novel compounds will be presented, along with the formation of supramolecular complexes. Several types of supramolecules can be obtained based on the different coordination properties of the pyridyl and terpyridyl nitrogens with transition metals. Also, the potential usefulness of these compounds as molecular wires will be explored.