Isolation of Two Seven-Membered Ring C 58 Fullerene Derivatives: C 58 F 17 CF 3 and C 58 F 18-Reference-Cited by-同舟云学术

Isolation of Two Seven-Membered Ring C 58 Fullerene Derivatives: C 58 F 17 CF 3 and C 58 F 18

Published:2005-07-08 Issue:5732 Volume:309 Page:278-281
ISSN:0036-8075
Container-title:Science
language:en
Short-container-title:Science

Author:

Troshin Pavel A.¹²³,Avent Anthony G.¹²³,Darwish Adam D.¹²³,Martsinovich Natalia¹²³,Abdul-Sada Ala'a K.¹²³,Street Joan M.¹²³,Taylor Roger¹²³

Affiliation:

1. Institute of Problems of Chemical Physics of Russian Academy of Sciences, Chernogolovka 142432, Russia.

2. Chemistry Department, Sussex University, Brighton BN1 9QJ, UK.

3. School of Chemistry, University of Southampton, Southampton SO17 1BJ, UK.

Abstract

Fluorination of C 60 at 550°C leads to milligram quantities of two stable fullerene derivatives with 58-carbon cage structures: C 58 F 18 and C 58 F 17 CF 3 . 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[dbond]C bond, followed by loss of a :CF 2 carbene.

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

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