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 language | English |
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Pages (from-to) | 5510-5518 |
Number of pages | 9 |
Journal | Tetrahedron |
Volume | 62 |
Issue number | 23 |
DOIs | |
Publication status | Published - 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