Issue 1, 2001

Preparation and characterisation of two [70]fullerene diols, C70Ph8(OH)2

Abstract

Reaction of a CCl4 solution of C70Ph8 with air in the presence of light and [70]fullerene gives a bis-lactone C70Ph8O4 (44%), together with a 1,2-diol, C70Ph8(OH)2, 19,26,33,37,45,49,53,63-octaphenyl-7,8,19,26,33,37,45,49,53,63-decahydro[70]fullerene-7,8-diol (40%), 1 of Cs symmetry. This latter is also produced from reaction of a dichloromethane solution of C70Ph8 with 18-crown-6 and KMnO4, together with another Cs symmetry diol, 2, two possible structures for which are proposed; both 1 and 2 are the first diols to be derived from [70]fullerene. Whereas 1 is very insoluble in most organic solvents (but dissolves in THF ), 2 is readily soluble in many organic solvents such as toluene, benzene, chloroform, carbon disulfide, and THF. The derivatives show appreciable differences in both their NMR spectra and their EI mass spectrometry fragmentation patterns.

Article information

Article type
Paper
Submitted
16 Aug 2000
Accepted
30 Oct 2000
First published
23 Nov 2000

J. Chem. Soc., Perkin Trans. 2, 2001, 68-72

Preparation and characterisation of two [70]fullerene diols, C70Ph8(OH)2

A. G. Avent, P. R. Birkett, A. D. Darwish, H. W. Kroto, R. Taylor and D. R. M. Walton, J. Chem. Soc., Perkin Trans. 2, 2001, 68 DOI: 10.1039/B006689N

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements