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Specific and Oriented Encapsulation of Fullerene C 70 into a Supramolecular Double‐Decker Cage Composed of Shape‐Persistent Macrocycles
Author(s) -
Kawano Shinichiro,
Fukushima Tomoaki,
Tanaka Kentaro
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201809167
Subject(s) - supramolecular chemistry , cage , fullerene , pillar , crystallography , molecule , hydrogen bond , chemistry , crystal structure , materials science , nanotechnology , combinatorics , mathematics , organic chemistry , structural engineering , engineering
An efficient strategy for the specific recognition of ellipsoidal fullerenes uses molecular containers with well‐designed three‐dimensional (3D) nanospaces. We describe the synthesis of a supramolecular double‐decker cage composed of shape‐persistent metallomacrocycles and pillar ligands. A discrete 3D nanospace was built within the molecular framework of the shape‐persistent‐macrocycle/bidentate‐pillar molecule. The single‐crystal structure of the supramolecular cage reveals a uniquely shaped inner cavity with a size and net volume (>670 Å 3 ) that are well matched to the shape and size of C 70 . The cage exhibited higher selectivity for C 70 over C 60 , the smaller carbon allotrope. We suggest that such C 70 ‐selective recognition is derived from multiple CH–π interactions between hydrogen atoms inside the cage and C 70 .