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Nanosized Ball Joints Constructed from C 60 and Tribenzotriquinacene Sockets: Synthesis, Component Self‐Assembly and Structural Investigations
Author(s) -
Bredenkötter Björn,
Henne Stefan,
Volkmer Dirk
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.200700915
Subject(s) - supramolecular chemistry , van der waals force , chemistry , titration , molecule , crystallography , nanomechanics , crystal structure , toluene , self assembly , stereochemistry , materials science , nanotechnology , atomic force microscopy , organic chemistry
Abstract The formation of supramolecular host–guest complexes of fullerene (C 60 ) and two novel tribenzotriquinacene based hosts ( 5 a and 5 b ) was investigated in solution and in the solid state. Stability constants for 1:1 and 2:1 complexes were obtained from spectroscopic (UV/Vis, 1 H NMR) titration experiments. Association constants of K 1 =(2908±360) L mol −1 and K 2 =(2076±300) L mol −1 for C 60 / 5 a , and K 1 =(5608±220) L mol −1 and K 2 =(673±160) L mol −1 for C 60 / 5 b were obtained. Single crystal X‐ray structural analysis of compound C 60 ⊂ 5 b⋅ 3 toluene revealed that a molecule of C 60 was located at short van der Waals contact distances in the open pre‐organised cavity of the rigid host. The supramolecular complex created resembles an engineered nanosized ball joint and represents the first member for a future nanomechanics construction kit.