Synthesis of Hexabenzo[a,cd,f,j,lm,o]perylene |
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Authors: | Yasuto Fujimaki Minoru Takekawa Shoji Fujisawa Shigeru Ohshima Yohko Sakamoto |
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Affiliation: | 1. Faculty of Science, Toho University, Funabashi, Chiba, Japan;2. School of Pharmaceutical Sciences, Toho University, Funabashi, Chiba, Japan |
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Abstract: | Hexabenzo[a,cd,f,j,lm,o]perylene (HBP), an undecacyclic condensed polycyclic aromatic hydrocarbon with two severely crowded fjord regions, was synthesized by Clar's method; the starting material 8H-benzo[fg]-naphthacene-8-one was newly prepared by the glycerol condensation of 5,12-dihydro-naphthacene-5,12-dione. 1H and 13C NMR spectra of HBP were measured and the chemical shifts were completely assigned. Absorption and fluorescence spectra of HBP were also measured and the effects of nonplanarity on its spectroscopic properties was discussed. |
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Keywords: | condensation electronic spectra molecular orbital calculation nuclear magnetic resonance (NMR) spectra polycyclic aromatic hydrocarbon |
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