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C2 isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches

C2 isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches
C2 isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches
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.
aromaticity, fluorine, fullerenes, nmr spectroscopy, structure elucidation, structural-characterization, fullerene, derivatives, symmetry, c60f36, hexagons, c70f38
0947-6539
5377-5380
Darwish, Adam D.
25f723f4-6a72-4e21-a361-76b275b617ef
Martsinovich, Natalia
f7e874c8-e247-48b4-876f-6011fd3e8e86
Street, Joan M.
08227a16-6d20-495e-910c-d9bb89ddae9c
Taylor, Roger
16cca243-6646-4c6f-a563-321c2b1bb0f6
Darwish, Adam D.
25f723f4-6a72-4e21-a361-76b275b617ef
Martsinovich, Natalia
f7e874c8-e247-48b4-876f-6011fd3e8e86
Street, Joan M.
08227a16-6d20-495e-910c-d9bb89ddae9c
Taylor, Roger
16cca243-6646-4c6f-a563-321c2b1bb0f6

Darwish, Adam D., Martsinovich, Natalia, Street, Joan M. and Taylor, Roger (2005) C2 isomers of C84F40 and C84F44 are cuboid and contain benzenoid and naphthalenoid aromatic patches. Chemistry - A European Journal, 11 (18), 5377-5380. (doi:10.1002/chem.200500403).

Record type: Article

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.

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More information

Published date: 5 September 2005
Keywords: aromaticity, fluorine, fullerenes, nmr spectroscopy, structure elucidation, structural-characterization, fullerene, derivatives, symmetry, c60f36, hexagons, c70f38

Identifiers

Local EPrints ID: 20775
URI: https://eprints.soton.ac.uk/id/eprint/20775
ISSN: 0947-6539
PURE UUID: f73bf87f-bec1-4af4-b926-76b176c9cd41

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Date deposited: 03 Mar 2006
Last modified: 17 Jul 2017 16:28

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Contributors

Author: Adam D. Darwish
Author: Natalia Martsinovich
Author: Joan M. Street
Author: Roger Taylor

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