Solid-state 13C NMR investigations of 4,7-dihydro-1H-tricyclopenta[def,jkl,pqr]triphenylene (sumanene) and indeno[1,2,3-cd]fluoranthene: Buckminsterfullerene moieties

• Published in: Physical chemistry chemical physics : PCCP 2010-07, Vol.12 (28), p.7934-7941
• Main Authors: Halling, Merrill D, Orendt, Anita M, Strohmeier, Mark, Solum, Mark S, Tsefrikas, Vikki M, Hirao, Toshikazu, Scott, Lawrence T, Pugmire, Ronald J, Grant, David M
• Format: Article
• Language: English
• Subjects: Carbon Isotopes - chemistry; Chemistry; Cross-disciplinary physics: materials science; rheology; Crystallography, X-Ray; Exact sciences and technology; Fluorenes - chemistry; Fullerenes - chemistry; Fullerenes and related materials; diamonds, graphite; General and physical chemistry; Indenes - chemistry; Magnetic Resonance Spectroscopy; Materials science; Molecular Conformation; Physics; Polycyclic Aromatic Hydrocarbons - chemical synthesis; Polycyclic Aromatic Hydrocarbons - chemistry; Quantum Theory; Specific materials; Thermodynamics
• ISSN: 1463-9076; 1463-9084
• DOI: 10.1039/c001903h

4,7-Dihydro-1 H -tricyclopenta[ def , jkl , pqr ]triphenylene (sumanene) and indeno[1,2,3- cd ]fluoranthene (indenofluoranthene) are structural moieties related to Buckminsterfullerene (C 60 ). As such, understanding their structural characteristics is of great interest because of the insight they shed upon C 60 . Hence, solid-state NMR (ssNMR) and ab initio quantum mechanical calculations with Gaussian03 are used in order to understand and to better characterize the molecular conformation and properties of sumanene and indenofluoranthene. Sumanene has bowl shaped curvature in its natural conformation and indenofluoranthene is planar in its natural conformation, which led us to examine how altering the curvature affects the chemical shifts in relation to those of C 60 . Using X-ray structures of both sumanene and indenofluoranthene as our starting model, we calculate the energy and chemical shielding tensors and compare these data with those collected utilizing the 13 C ssNMR FIREMAT experiment. We define curvature of sumanene and indenofluoranthene using the π-orbital axis vector (POAV) pyramidalization angle ( p ). We calculate the energy of varying conformations of indenofluoranthene versus their p associated with each deformed conformation. Solid-state NMR and ab initio quantum mechanical calculations are used to analyze sumanene and indenofluoranthene.