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Synthesis of Fullerene‐Stoppered Rotaxanes Bearing Ferrocene Groups on the Macrocycle
Author(s) -
MateoAlonso Aurelio,
Prato Maurizio
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901309
Subject(s) - ferrocene , rotaxane , chemistry , fullerene , molecular machine , combinatorial chemistry , stereochemistry , nanotechnology , molecule , organic chemistry , supramolecular chemistry , electrochemistry , materials science , electrode
The synthesis, characterisation and behaviour of a series of rotaxanes containing a fulleropyrrolidine stopper and two ferrocene moieties on the macrocycle is reported. Remarkably, the presence of large and bulky ferrocene groups does not interfere either in the synthesis or in the translocation of the macrocycle induced by π–π interactions between the macrocycle and the fullerene. The synthetic routes developed can also be applied to the preparation of rotaxane scaffolds that can be complexed to [Ru(CO)TPP] by axial coordination. Overall, the synthetic routes presented herein provide an efficient way to prepare a variety of rotaxanes and molecular shuttles with potential applications in different fields.