NDLI: A molecular bowl sumanene

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Amaya, Toru Hirao, Toshikazu
Description	Author Affiliation: Amaya T ( Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita, Osaka 565-0871, Japan.);
Abstract	Nonplanar polyaromatic carbon molecules including fullerenes and carbon nanotubes have been attracting great interest due to their potential as materials, catalysts , etc. In this context, bowl-shaped polyaromatic hydrocarbons (π bowls) are considered to be key materials in the science of nonplanar π-conjugated carbon systems. Among π bowls, we focused on a molecular bowl “ sumanene ( C $_{21}H$ $_{12}$ )” featuring a $C_{3v}$ symmetric structural motif present in fullerenes or carbon nanotube molecules. In this article, we present the research on sumanenes to date, including their synthesis, structural characterization, derivatization , complexation, and their potential uses as electrical materials. The characteristic structural feature of a sumanene depends on three $sp^{3}$ hybridized carbon atoms at the benzylic positions. Facile functionalization via selective formation of benzylic anions gives stereoselective substituted compounds, the π-extended derivatives, and the deeper π bowls. Furthermore, the dynamically flexible aspect based on bowl-to-bowl inversion is also described. The crystal with a columnar bowl-in-bowl stacking exhibits a high electron transport ability with anisotropy. Complexation with a cyclopentadienyl iron cation results in the first selective formation of the concave-bound complex as a π-bowl complex.
ISSN	13597345
Volume Number	47
Journal	Chemical Communications
Issue Number	38
e-ISSN	1364548X
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2011-09-01
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Ceramics and Composites Chemistry Surfaces, Coatings and Films Materials Chemistry Metals and Alloys Electronic, Optical and Magnetic Materials Catalysis

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