Formation of a hydrogen-bonded barbiturate [2]-rotaxane

Arnaud Tron, Peter J Thornton, Mathias Rocher, Henri-Pierre Jacquot de Rouville, Jean-Pierre Desvergne, Brice Kauffmann, Thierry Buffeteau, Dominique Cavagnat, James H R Tucker, Nathan D McClenaghan

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)


Interlocked structures containing the classic Hamilton barbiturate binding motif comprising two 2,6-diamidopyridine units are reported for the first time. Stable [2]-rotaxanes can be accessed either through hydrogen-bonded preorganization by a barbiturate thread followed by a Cu(+)-catalyzed "click" stoppering reaction or by a Cu(2+)-mediated Glaser homocoupling reaction.
Original languageEnglish
Pages (from-to)1358-61
Number of pages4
JournalOrganic Letters
Issue number5
Publication statusPublished - 7 Mar 2014


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