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. Issue 38 (9th August 2013)

• Record Type: Journal Article
• Authors: Joosten, Antoine; Trolez, Yann; Heitz, Valérie; Sauvage, Jean‐Pierre
• Is Part Of: Chemistry. Volume 19:Issue 38(2013)
• Page Start: 12815
• Page End: 12823
• Publication Date: 2013-08-09
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201301717
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>