Premium
Controlling the Confinement and Alignment of Fullerene C 70 in para ‐Substituted Calix[5]arenes
Author(s) -
Makha Mohamed,
McKin Joshua J.,
Sobolev Alexandre N.,
Spackman Mark A.,
Raston Colin L.
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601188
Subject(s) - calixarene , fullerene , molecule , cavitand , toluene , chemistry , crystallography , supramolecular chemistry , organic chemistry
In toluene fullerene C 70 forms 2:1 complexes with p ‐benzylcalix[5]arene ( 1 ) and p ‐phenylcalix[5]arene ( 2 ), [C 70 ⊂ 1 2 ] ⋅ 6 (C 7 H 8 ) and [C 70 ⊂ 2 2 ] ⋅ 7 (C 7 H 8 ). The fullerene molecules are completely shrouded by two calix[5]arenes in addition to terminal benzyl groups from other supermolecules, [C 70 ⊂ 1 2 ], and solvent. Within the capsule‐like supermolecules the calixarenes have distinctly different arrangements relative to the principal axis of the fullerene; for [C 70 ⊂ 1 2 ] ⋅ 6 (C 7 H 8 ) the oxygen planes of the two calixarenes are skewed by 37.0 and 47.5°, whereas in [C 70 ⊂ 2 2 ] ⋅ 7 (C 7 H 8 ) the principal axes of the fullerene and the two encapsulating calixarenes are more closely aligned with the corresponding angles at 9.7 and 8.6°, and features a pentaphenyl inter‐calixarene embrace. The Hirshfeld surfaces of these two complexes have been investigated for a detailed understanding of the orientation and nature of interactions of C 70 with the cavitand‐type molecules and toluene.