Octulene: A Hyperbolic Molecular Belt that Binds Chloride Anions

摘要: Octulene, the higher homologue of kekulene and septulene, was synthesized using 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 π-conjugated surface. The consequences in octulene were explored photophysical methods, revealed reduced electronic band gap greater flexibility π system. Octulene functional cavity with diameter larger than 5.5 A that capable efficiently binding chloride anion nonpolar solvent (Ka= 2.2(4)×104 m−1, 1 % dichloromethane (DCM) benzene). octulene–chloride interaction stabilized by eight weak C(sp2)H⋅⋅⋅Cl bonds, providing first example hydrocarbon-based receptor.