Open-cage fullerene derivatives with 15-membered-ring orifices

Georgios C Vougioukalakis; Kosmas Prassides; Josep M Campanera; Malcolm I Heggie; Michael Orfanopoulos

doi:10.1021/jo049842x

Open-cage fullerene derivatives with 15-membered-ring orifices

J Org Chem. 2004 Jun 25;69(13):4524-6. doi: 10.1021/jo049842x.

Authors

Georgios C Vougioukalakis¹, Kosmas Prassides, Josep M Campanera, Malcolm I Heggie, Michael Orfanopoulos

Affiliation

¹ Department of Chemistry, University of Crete, 71409 Iraklion, Greece.

PMID: 15202912
DOI: 10.1021/jo049842x

Abstract

The addition reaction of the N-MEM-ketolactam derivative of [60]fullerene with phenyl, p-Br-phenyl, and p-MeO-phenyl hydrazines proceeds regioselectively, affording three open-cage fullerene derivatives bearing a 15-membered-ring orifice on the fullerene cage. Both experimental data and theoretical calculations were utilized for the structure determination of the new [60]fullerene adducts.