Planar hydrocarbons more optically active than their isomeric helicenes

Veronica L. Murphy, Bart Kahr

Research output: Contribution to journalArticle

Abstract

Comparisons are made of the calculated optical rotation tensors of C 2v-symmetric, polyaromatic hydrocarbons and their [5]helicene, [6]helicene, and [7]helicene isomers. Seven -shaped, planar compounds had, in each case, larger computed tensor elements than the chiral helicenes. Merely obviating the condition of solution averaging wholly changes expectations of the magnitudes and etiologies of optical activity. Symmetries of achiral compounds facilitate semiquantitative correlations between structure and optical rotation.

Original languageEnglish (US)
Pages (from-to)12918-12921
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number33
DOIs
StatePublished - Aug 24 2011

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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