アニオン・・・π相互作用ではなくて、アニオン・・・H-C相互作用だって?
Abstract
Octulene, the higher homologue of kekulene and septulene, was synthesized using the fold-in method.
This new hydrocarbon macrocycle contains a large 24-membered inner circuit, which is peripherally fused to 24 benzene rings.
Such an arrangement produces considerable hyperbolic distortion of the π-conjugated surface.
The consequences of distortion in octulene were explored using photophysical methods, which revealed a reduced electronic band gap and greater flexibility of the π system.
Octulene contains a functional cavity with a diameter larger than 5.5 Å that is capable of efficiently binding the chloride anion in a nonpolar solvent (Ka= 2.2(4)×10^4 m−1, 1 % dichloromethane (DCM) in benzene).
The octulene–chloride interaction is stabilized by eight weak C(sp2)H⋅⋅⋅Cl bonds, providing the first example of a hydrocarbon-based anion receptor.