Fullerenes bowl-shaped conjugated systems

The discovery of fullerenes has prompted a general interest in bowl-shaped aromatic hydrocarbons. Although corannulene 23 as the first bowl-shaped conjugated system had already been synthesized by Barth and Lawton [259], a simple... 

Matsuo Y, Tahara K, Sawamura M, Nakamura E (2004) Creation of hoop- and bowl-shaped benzenoid systems by selective detraction of [60]fullerene conjugation. [lOJCyclophenacene and fused corarmulene derivatives. J Am Chem Soc 126(28) 8725-8734... 

The spherical Jt-electron conjugated system of [60]fullerene contains the [lOjcyclo-phenacene system, which may be unraveled by removal of the top and bottom two [5]radialene structures (20jt electrons) at both poles of [60]fullerene. The approach shown in Fig. 2.4 constitutes double application of the method that removes one radialene moiety out of conjugation to leave a 50jt-electron bowl-shaped conju-... 

FuIIerenes and carbon nanotubes are typical nonplanar jt-conjugated compounds, which provide unique k- and d,3t-conjugated systems. Bowl-shaped 3t-conjugated sumanene , which possesses a partial Csv symmetric structure of fullerene, is synthesized for the first time. X-ray single crystal stractural analysis reveals its columnar stacking. n-Type electron transportation ability comparable to C ) is exhibited. Bowl-to-bowl inversion behavior is mentioned as a sumanene function. Short synthesis of more highly-strained 3t-extended k bowls with hemifullerene skeletons is achieved utilizing bowl-shaped sumanene. 

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