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

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Conformational analysis of bridgehead-substituted bicyclo[m.m.m]alkanes and bicyclo[8.8.n]alkanes'. Together they form a unique fingerprint.

  • Cite this