Synthesis and Properties of Functionalized Buckybowls

合成方法包括C3对称和不对称的苏马烯、C2对称的棒烯衍生物和含氟的巴贝碗，所制备的官能化巴贝碗具有独特的性质。特别是，具有柱状堆积结构的晶体即使在柯轮烯衍生物的情况下也显示出高的电子迁移率，这通常不表现出电子的迁移率。弯曲的芳香族化合物的直通键立体电子效应的第一个例子是在巴克碗，苯基取代的苏马烯中发现的。由于苄基C-H键和碗在Endo-R和Exo-R构象之间的超共轭强度不同，甲基和羟基Sumanene有利于Endo-R构象。

Synthetic methods for various type of functionalized buckybowls has been developed including C3 symmetric and unsymmetrical sumanenes, C2 symmetric corannulene derivatives, and fluorinated buckybowls.The thus-prepared functionalized buckybowls exhibit unique properties. In particular, crystals having columnar stacking structure shows high electron mobility even in the case of corannulene derivatives, which does not usually shows the electron mobility.The first example of the through-bond stereoelectronic effect of curved aromatic compounds was found in buckybowls, benzylic substituted sumanenes. Methyl- and hydroxyl-sumanene favour the endo-R conformer due to the different strength of hyperconjugation of the benzylic C-H bond and the bowl between the endo-R and exo-R conformers.