Synthesis and characterization of a persistent paramagnetic rotaxane based on alpha-cyclodextrin.
The synthesis and spectroscopic properties of a novel paramagnetic [2]rotaxane is described. This rotaxane is made from molecules having an alkyl chain flanked by 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) groups. Complexation of sebacoyl chloride by alpha-cyclodextrin followed by reaction with a bulky aminonitroxide resulted in the trapping of the cyclodextrin, threaded by the alkyl chain, thus generating the rotaxane structure. The structure of the paramagnetic [2]rotaxane was fully characterized by ESI-MS, 1D and 2D NMR and ESR spectroscopy.
Mezzina
Elisabetta
E
Department of Organic Chemistry "A. Mangini", University of Bologna, Via San Giacomo 11, I-40126 Bologna, Italy. elisabetta.mizzina@unibo.it
Fanì
Michela
M
Ferroni
Fiammetta
F
Franchi
Paola
P
Menna
Manuel
M
Lucarini
Marco
M