C-2 Isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches

Darwish, Adam D, Martsinovich, Natalia, Street, Joan M and Taylor, Roger (2005) C-2 Isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches. Chemistry - A European Journal, 11 (18). pp. 5377-5380. ISSN 0947-6539

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Abstract

A 1:1 mixture of C84F40 and C84F44, both derived from the D2(IV) isomer, has been isolated from the fluorination of [84]fullerene with either MnF3 or CoF3 at 500 °C. The 1D and 2D COSY 19F NMR spectra showed that each derivative is cuboid, having benzenoid rings at four of the six octahedral sites; the two remaining sites have naphthalenoid rings for C84F40, and two slightly offset benzenoid rings for C84F44. The benzenoid rings each have six adjacent sp3-hybridised carbon atoms whilst the naphthalenoid moieties have eight, thus facilitating full delocalisation. In terms of the number and size of aromatic patches, C84F44 is the most aromatic fullerene derivative yet isolated.

Item Type: Article
Additional Information: AD performed the synthetic work under the direction of the late RT and co authored the paper, characterisation and synthesis of novel flurinated fullerenes
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Adam Darwish
Date Deposited: 06 Feb 2012 20:15
Last Modified: 12 Jun 2012 12:30
URI: http://sro.sussex.ac.uk/id/eprint/24948
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