title: Formation of a hydrogen-bonded barbiturate [2]-rotaxane.
abstract: 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.
authors.affiliation: Institut des Sciences Moléculaires, CNRS UMR 5255, Univ. Bordeaux , 33405 Talence, France.
authors.forename: Arnaud
authors.initials: A
authors.lastname: Tron
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Thornton
authors.forename: Mathias
authors.initials: M
authors.lastname: Rocher
authors.forename: Henri-Pierre
authors.initials: HP
authors.lastname: Jacquot de Rouville
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Desvergne
authors.forename: Brice
authors.initials: B
authors.lastname: Kauffmann
authors.forename: Thierry
authors.initials: T
authors.lastname: Buffeteau
authors.forename: Dominique
authors.initials: D
authors.lastname: Cavagnat
authors.forename: James H R
authors.initials: JH
authors.lastname: Tucker
authors.forename: Nathan D
authors.initials: ND
authors.lastname: McClenaghan
mesh_terms: D000577:Amides / Q000737:chemistry; D001463:Barbiturates / Q000737:chemistry* / Q000378:metabolism; D003300:Copper / Q000737:chemistry; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011725:Pyridines / Q000737:chemistry; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D001463:Barbiturates; D011725:Pyridines; D043862:Rotaxanes; C518256:diamidopyridine; D003300:Copper; C032232:barbituric acid