Al-Matar, Hamad, Abdul-Sada, Ala'a K, Avent, Anthony G, Fowler, Patrick W, Hitchcock, Peter B, Rogers, Kevin M and Taylor, Roger (2002) Isolation and characterisation of symmetrical C60Me6, C60Me5Cl and C60Me5O2OH, together with unsymmetrical C60Me5O3H, C60Me5OOH, C60Me4PhO2OH, and C60Me12; fragmentation of methylfullerenols to C-58. Journal of the Chemical Society, Perkin Transactions 2 (1). pp. 53-58. ISSN 1472-779X

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Abstract

Reaction of freshly prepared C60Cl6 (from chlorination of [60]fullerene by ICI in benzene) with methyllithium followed by hydrolysis and work-up including HPLC separation yields C-s symmetry C60Me6 (isostructural with C60Br6 and C60Cl6), together with unsymmetrical C60Me12 which is comprised of two of the motifs present in C60Me6 and must arise from the presence of a small amount of C60Cl12 in the C60Cl6. From the same reaction mixture we have also obtained C60Me5Cl [isostructural with C60Ar5Cl and C-60(OR)(5)Cl], hydroxyepoxides [C60Me5O2OH (symmetrical), C(60)Me5OOH and C60Me4PhO2OH (both unsymmetrical)] and unsymmetrical C60Me(5)O(3)H (a cage-opened ketone). The results provide further information concerning the addition patterns and mechanistic features or fullerene chemistry, show that methylated. arylated, alkoxylated and halogenated [60]fullerenes are isostructural, and that C60Cl6 also contains traces of C60PhCl5. Some of the compounds give exceptionally high intensities of the C-58(+) fragmentation ion during El mass spectrometry

Item Type:	Article
Schools and Departments:	School of Life Sciences > Chemistry
Depositing User:	Alaa Abdul-Sada
Date Deposited:	06 Feb 2012 21:22
Last Modified:	02 May 2012 14:37
URI:	http://sro.sussex.ac.uk/id/eprint/30972

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