C  2  Isomers of C 84 F 40  and C 84 F 44  Are Cuboid and Contain Benzenoid and Naphthalenoid Aromatic Patches | Zendy

Darwish Adam D. | Zendy; Martsinovich Natalia | Zendy; Street Joan M. | Zendy; Taylor Roger | Zendy

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C 2 Isomers of C 84 F 40 and C 84 F 44 Are Cuboid and Contain Benzenoid and Naphthalenoid Aromatic Patches

Author(s) -

Darwish Adam D.,

Martsinovich Natalia,

Street Joan M.,

Taylor Roger

Publication year - 2005

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200500403

Subject(s) - octahedron , crystallography , cuboid , chemistry , fullerene , derivative (finance) , aromaticity , stereochemistry , molecule , crystal structure , organic chemistry , geometry , mathematics , financial economics , economics

A 1:1 mixture of C 84 F 40 and C 84 F 44 , both derived from the D 2 (IV) isomer, has been isolated from the fluorination of [84]fullerene with either MnF 3 or CoF 3 at 500 °C. The 1D and 2D COSY 19 F 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 C 84 F 40 , and two slightly offset benzenoid rings for C 84 F 44 . The benzenoid rings each have six adjacent sp 3 ‐hybridised carbon atoms whilst the naphthalenoid moieties have eight, thus facilitating full delocalisation. In terms of the number and size of aromatic patches, C 84 F 44 is the most aromatic fullerene derivative yet isolated.

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