Conformational analysis of bridgehead-substituted bicyclo[m.m.m]alkanes and bicyclo[8.8.n]alkanes

Ian W. Jones, Matthew A. Lynn, Eugene A Mash

Research output: Contribution to journalArticle

Abstract

Conformational analyses of bicyclo[m.m.m]alkanes where m=1-10 and of bicyclo[8.8.n]alkanes where n=1-7 bearing methyl groups on the bridgeheads were carried out using a Monte Carlo search strategy. In the bicyclo[m.m.m]alkane series, greater variability was observed for the inter-bridgehead distance for larger values of m. This suggests that properly substituted bicyclo[8.8.8]hexacosanes or larger ring systems might serve as molecular springs.

Original languageEnglish (US)
Pages (from-to)10317-10322
Number of pages6
JournalTetrahedron
Volume65
Issue number50
DOIs
StatePublished - Dec 12 2009

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Alkanes
Bearings (structural)

Keywords

  • Bicyclo[8.8.n]alkanes
  • Bicyclo[m.m.m]alkanes
  • Conformational analysis
  • Conformational compressibility
  • in,out-Stereoisomerism

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Conformational analysis of bridgehead-substituted bicyclo[m.m.m]alkanes and bicyclo[8.8.n]alkanes. / Jones, Ian W.; Lynn, Matthew A.; Mash, Eugene A.

In: Tetrahedron, Vol. 65, No. 50, 12.12.2009, p. 10317-10322.

Research output: Contribution to journalArticle

Jones, Ian W. ; Lynn, Matthew A. ; Mash, Eugene A. / Conformational analysis of bridgehead-substituted bicyclo[m.m.m]alkanes and bicyclo[8.8.n]alkanes. In: Tetrahedron. 2009 ; Vol. 65, No. 50. pp. 10317-10322.
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