Use of cleavable coordinating rings as protective groups in the synthesis of a rotaxane with an axis that incorporates more chelating groups than threaded macrocycles.
Chemistry
; 19(38): 12815-23, 2013 Sep 16.
Article
em En
| MEDLINE
| ID: mdl-23934923
ABSTRACT
A new methodology allowing preparation of a linear "unsaturated" [3]rotaxane consisting of an axis incorporating more coordination sites than threaded rings was developed. It was based on the preliminary synthesis of a "saturated" [5]rotaxane consisting of a four-chelating site axis threaded through four macrocyclic components, two of them being cleavable rings incorporating a lactone function and the two others being "secure" non-cleavable rings. The stoppering reaction was based on click chemistry. Subsequently, cleavage and removal of the two lactone-containing macrocycles from the [5]rotaxane in basic medium afforded the desired "unsaturated" [3]rotaxane in quantitative yield.
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MEDLINE
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Ano de publicação:
2013
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Article