The structure of fullerene compounds

A. G. Avent, A. M. Benito, P. R. Birkett, A. D. Darwish, P. B. Hitchcock, H. W. Kroto, I. W. Locke, M. F. Meidine, B. F. O'Donovan, K. Prassides, R. Taylor, D. R.M. Walton, M. Van Wijnkoop

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

This account reviews fullerene chemistry research at Sussex. C60Ph2 and C60Ph4 have been isolated as minor products from the reaction of C60Cl6 with C6H6 and FeCl3. [70]Fullerene reacts with ICl in C6H6 producing a single isomer of C70Cl10 in high yield. C70Ph8, which has a [5,6] cage double bond that can be selectively functionalized, or C70Ph10 are produced by the electrophilic substitution of C70Cl10 into C6H6 in the presence of FeCl3. C70Ph9OH is isolated as a minor component of the foregoing reaction mixtures. Autoxidation of C70Ph8 yields the bislactone, C70Ph8O4, which has an eleven atom ring in the surface of the cage. Cycloaddition to the [5,6] double bond of C70Ph8 with anthracene, C14H10, in C6H6 produces C70Ph8(C14H10). Two new methanofullerenes, C60(CBr2) and C60(CHCN), are produced by treating [60]fullererie in C6H6 with either CH 2BrCN or CHBr2 in the presence of LDA. Reaction of [60]fullerene with alkyl buta-2,3-dienoates in the presence of a phosphine results in [3 + 2] cycloadditions which produce alkyl 3'H-1,2-([1',2']cyclopenta)[60]fullerene-5'-carboxylates. [60]Fullerene reacts with Pt(cod)2, producing an insoluble precipitate of PtC60, further reaction with the bidentate ligand, Ph 2P(CH2)(n)PPh2) [n = 2 or 3] in PhMe yields the low solubility complexes Pt(η2-C60)[Ph2P(CH2)(n)PPh2)] (n = 2 or 3). Mixing of C6H6 solutions of [60]fullerene with P4 or vapour-solid reaction of [60]fullerene with P4 results in the formation of the intercalate C60(P4)2; there is no evidence for significant charge-transfer between the donor (P4) and acceptor (C60) molecules.

Original languageEnglish
Pages (from-to)1-9
Number of pages9
JournalJournal of Molecular Structure
Volume436-437
DOIs
Publication statusPublished - 1997 Dec 15

Keywords

  • Cycloaddition
  • Fullerenes
  • Halogenation
  • Intercalation
  • Methanofullerenes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'The structure of fullerene compounds'. Together they form a unique fingerprint.

Cite this