Efficient one-pot synthesis of rotaxanes bearing electron donors and [60]fullerene.
An easy one-pot procedure to synthesize rotaxanes bearing electron donors and C(60) is described. The straightforward strategy, based on copper(I)-templated synthesis and "click" chemistry, proved to be very efficient and versatile, allowing the preparation of porphyrin- and ferrocene-stoppered fullerene-rotaxanes in high yields. As revealed by NMR analysis and computational studies, the highly flexible porphyrin-fullerene rotaxane can assume different conformations, which are most likely driven by attractive interactions between porphyrin and fullerene moieties.
Megiatto
Jackson D
JD
Chemistry Department, New York University, New York City, New York 10003, USA. jackson.megiatto@nyu.edu
Spencer
Robert
R
Schuster
David I
DI
D003300:Copper / Q000737:chemistry; D037741:Fullerenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011166:Porphyrins / Q000737:chemistry; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry; D055672:Static Electricity
D037741:Fullerenes; D011166:Porphyrins; D043862:Rotaxanes; D003300:Copper; C069837:fullerene C60