title: Isolation and characterization of unsymmetrical C(60)Me(5)O(3)H, a cage-opened bisepoxide ketone: tautomerism involving a fullerene cage bond.
abstract: Bisepoxide ketone C(60)Me(5)O(3)H, possessing a nine-membered hole in the cage, has been isolated from the reaction of C(60)Cl(6) with methyllithium followed by hydrolysis. It is a tautomer of the recently isolated bisepoxide fullerenol, this tautomerism being the first example involving a cage C-C bond, and may be driven by cage strain. Like the fullerenol, the ketone gives a high C(58)(+) fragmentation ion intensity during EI mass spectrometry.
authors.affiliation: The Chemistry Laboratory, CPES School, University of Sussex, Brighton BN1 9QJ, U.K.
authors.forename: H
authors.initials: H
authors.lastname: Al-Matar
authors.forename: A K
authors.initials: AK
authors.lastname: Abdul-Sada
authors.forename: A G
authors.initials: AG
authors.lastname: Avent
authors.forename: R
authors.initials: R
authors.lastname: Taylor