Synthesis and characterization of a persistent paramagnetic rotaxane based on alpha-cyclodextrin |
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| Authors: | Mezzina Elisabetta Fanì Michela Ferroni Fiammetta Franchi Paola Menna Manuel Lucarini Marco |
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| Institution: | Department of Organic Chemistry "A. Mangini", University of Bologna, Via San Giacomo 11, I-40126 Bologna, Italy. elisabetta.mizzina@unibo.it |
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| Abstract: | 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. |
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