Isolation of two seven-membered ring C-58 fullerene derivatives: C58F17CF3 and C58F18

Troshin, Pavel A, Avent, Anthony, Darwish, Adam, Martsinovich, N, Abdul-Sada, Ala'a K, Street, Joan M and Taylor, Roger (2005) Isolation of two seven-membered ring C-58 fullerene derivatives: C58F17CF3 and C58F18. Science, 309 (573). pp. 278-281. ISSN 0036-8075

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Abstract

Fluorination of C-60 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 sp(2) to sp(3) because of fluorine addition. The loss of carbon from C-60 is believed to occur via sequential fluorine addition to a C-C single bond and an adjacent C=C bond, followed by loss of a :CF2 carbene.

Item Type: Article
Additional Information: AAS performed the MS measurements in collaboration with the late RT and co-authored the paper
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Adam Darwish
Date Deposited: 06 Feb 2012 18:44
Last Modified: 19 Mar 2012 14:36
URI: http://sro.sussex.ac.uk/id/eprint/18033
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