1H and 13C NMR assignments of the three dicyclopenta-fused pyrene congeners

María José Otero-Lobato, Cornelis A. van Walree, Remco W.A. Havenith, Leonardus W. Jenneskens, Patrick W. Fowler, Erich Steiner

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Complete 1H and 13C NMR assignments of the (di-)cyclopenta-fused pyrene congeners, cyclopenta[cd]- (2), dicyclopenta[cd,fg]- (3), dicyclopenta[cd,jk]- (4) and dicyclopenta[cd,mn]pyrene (5), respectively, are achieved using two-dimensional (2D) NMR spectroscopy. The experimental 13C chemical shift assignments are compared with computed ab initio CTOCD-PZ2/6-31G** 13C chemical shifts; a satisfactory agreement is found. Substituent-induced chemical shifts in the pyrene core induced by annelation of cyclopenta moieties are discussed. Effects of dicyclopenta topology on electronic structure are illustrated for 3-5. © 2006 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)5510-5518
Number of pages9
JournalTetrahedron
Volume62
Issue number23
DOIs
Publication statusPublished - 5 Jun 2006

Keywords

  • cyclopenta[cd]pyrene
  • dicyclopenta[cd,fg]pyrene
  • dicyclopenta[cd,mn]pyrene
  • pyrene
  • unclassified drug
  • ab initio calculation
  • article
  • carbon nuclear magnetic resonance
  • priority journal
  • proton nuclear magnetic resonance
  • substitution reaction

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