Macrocyclic compounds play a major role in supramolecular chemistry because of their beautiful shape, nano-scale size and molecular recognition ability. In 2008, we reported a new class of macrocyclic hosts named “pillar[n]arenes”. We have constructed various dimensional assemblies such as porous 1D channels, 2D sheets and 3D spheres by assembly of pillar[n]arenes. The 1D porous channels on the surface were constructed by layer-by-layer assembly based on the pillar-shaped structure. The 2D porous sheets were prepared by 2D supramolecular assemblies by chemical oxidation of hexagonal pillar[6]arene containing six hydroquinones. Electrochemical oxidation of the pillar[6]arene on an electrode surface resulted in formation of the 2D porous sheets on the surface. The 3D vesicles having two different pore sizes were produced by co-assembly of pillar[5]quinone with pillar[6]arene in a 12:20 feed ratio of cyclic pentagonal pillar[5]quinone to cyclic hexagonal pillar[6]arene. Incorporation of pentagonal pillar[5]arene molecules into the 2D pillar[6]arene sheets by charge-transfer complexation provided curvature, resulting in the formation of highly ordered spherical structures like C<sub>60</sub>. We discuss confinement effects of guest molecules in these pillar[n]arene-based supramolecular assemblies.

Supramolecular assemblies based on pillar-shaped macrocyclic compounds “pillar[n]arenes”

255th National Meeting (2018)

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