TY - JOUR
T1 - 1H and 13C NMR assignments of the three dicyclopenta-fused pyrene congeners
AU - Otero-Lobato, María José
AU - van Walree, Cornelis A.
AU - Havenith, Remco W.A.
AU - Jenneskens, Leonardus W.
AU - Fowler, Patrick W.
AU - Steiner, Erich
N1 - Funding Information:
Financial support from the Basque Country Government (Eusko Jaurlaritza—Gobierno Vasco, Beca para Formación de Investigadores (M.J.O.-L.)), the Netherlands Organisation for Scientific Research NWO (R.W.A.H., grant 700.53.401) and the Royal Society of Chemistry's Journal Grants for International Authors Programme (0301433, L.W.J.) is gratefully acknowledged.
PY - 2006/6/5
Y1 - 2006/6/5
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=33646192868&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2006.03.033
DO - 10.1016/j.tet.2006.03.033
M3 - Article
AN - SCOPUS:33646192868
SN - 0040-4020
VL - 62
SP - 5510
EP - 5518
JO - Tetrahedron
JF - Tetrahedron
IS - 23
ER -