Synthesis and structure of the first per-substituted anthracene host: Decakis(cyclopentylthio)anthracene

Christopher S. Frampton, William M. McGregor, David D. MacNicol, Paul R. Mallinson, Stuart J. Rowan, Raymond G. Plevey

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The title compound, a novel host molecule, has been prepared both from mixtures of unsaturated fluorocarbons related to perfluoroperhydroanthracene and, in an extension of a remarkable new reaction, perfluoroperhydroanthracene itself. The 1,4-dioxane inclusion compound of this anthracene-based host is triclinic, space group PI, with a=11.826(l), b=15.297(1), c=20.280(l) Å, α=98.77(1), β = 99.85(1), and γ = 95.83(1)°, with two host, and ca. three 1,4-dioxane guest molecules per unit cell. The host molecule occupies a general position in the unit cell and its anthracene core is markedly non-planar; each of the three crystallographically independent six-membered rings possesses a shallow twist-boat conformation. The host's side-chain moieties display an asymmetrical conformational distribution of the abbabaabab type (a = above, b = below, mean core plane).

Original languageEnglish
Pages (from-to)223-226
Number of pages4
JournalSupramolecular Chemistry
Volume3
Issue number3
DOIs
Publication statusPublished - 1994
Externally publishedYes

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Molecules
Fluorocarbons
Boats
Conformations
anthracene
1,4-dioxane

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Frampton, C. S., McGregor, W. M., MacNicol, D. D., Mallinson, P. R., Rowan, S. J., & Plevey, R. G. (1994). Synthesis and structure of the first per-substituted anthracene host: Decakis(cyclopentylthio)anthracene. Supramolecular Chemistry, 3(3), 223-226. https://doi.org/10.1080/10610279408028919

Synthesis and structure of the first per-substituted anthracene host : Decakis(cyclopentylthio)anthracene. / Frampton, Christopher S.; McGregor, William M.; MacNicol, David D.; Mallinson, Paul R.; Rowan, Stuart J.; Plevey, Raymond G.

In: Supramolecular Chemistry, Vol. 3, No. 3, 1994, p. 223-226.

Research output: Contribution to journalArticle

Frampton, CS, McGregor, WM, MacNicol, DD, Mallinson, PR, Rowan, SJ & Plevey, RG 1994, 'Synthesis and structure of the first per-substituted anthracene host: Decakis(cyclopentylthio)anthracene', Supramolecular Chemistry, vol. 3, no. 3, pp. 223-226. https://doi.org/10.1080/10610279408028919
Frampton, Christopher S. ; McGregor, William M. ; MacNicol, David D. ; Mallinson, Paul R. ; Rowan, Stuart J. ; Plevey, Raymond G. / Synthesis and structure of the first per-substituted anthracene host : Decakis(cyclopentylthio)anthracene. In: Supramolecular Chemistry. 1994 ; Vol. 3, No. 3. pp. 223-226.
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