Megalo‐Cavitands: Synthesis of Acridane[4]arenes and Formation of Large, Deep Cavitands for Selective C70 Uptake
Jonathan Pfeuffer‐Rooschüz, Salome Heim, Alessandro Prescimone, Konrad Tiefenbacher
Abstract
Abstract Deep cavitands, concave molecular containers, represent an important supramolecular host class that has been explored for a variety of applications ranging from sensing, switching, purification and adsorption to catalysis. A major limitation in the field has been the cavitand volume that is restricted by the size of the structural platform utilized (diameter approx. 7 Å). We here report the synthesis of a novel, unprecedentedly large structural platform, named acridane[4]arene (diameter approx. 14 Å), suitable for the construction of cavitands with volumes of up to 814 Å 3 . These megalo‐cavitands serve as size‐selective hosts for fullerenes with mM to sub‐μM binding affinity for C 60 and C 70 . Furthermore, the selective binding of fullerene C 70 in the presence of C 60 was demonstrated.