Isolation of two seven-membered ring C58 fullerene derivatives: C58F17CF3 and C58F18.
Fluorination of C60 at 550 degrees C leads to milligram quantities of two stable fullerene derivatives with 58-carbon cage structures: C58F18 and C58F17CF3. The compounds were characterized by mass spectrometry and fluorine nuclear magnetic resonance spectroscopy, and the data support a heptagonal ring in the framework. The resulting strain, which has hindered past attempts to prepare these smaller quasi-fullerenes, is mitigated here by hybridization change of some of the carbons in the pentagons from sp2 to sp3 because of fluorine addition. The loss of carbon from C60 is believed to occur via sequential fluorine addition to a CC single bond and an adjacent CC bond, followed by loss of a:CF2 carbene.
Troshin
Pavel A
PA
Institute of Problems of Chemical Physics of Russian Academy of Sciences, Chernogolovka 142432, Russia.
Avent
Anthony G
AG
Darwish
Adam D
AD
Martsinovich
Natalia
N
Abdul-Sada
Ala'a K
AK
Street
Joan M
JM
Taylor
Roger
R