title: Synthesis of [3]Rotaxanes by the Combination of Copper-Mediated Coupling Reaction and Metal-Template Approach.
abstract: [3]Rotaxanes with two axle components and one ring component were synthesized by the combination of a coupling reaction using a transition-metal catalyst and a metal-template approach. Thus, [2]rotaxanes were prepared by the oxidative dimerization of alkyne promoted by macrocyclic phenanthroline-CuI complexes. The [2]rotaxane was reacted with a Cu(I) salt and an acyclic ligand to generate a tetrahedral Cu(I) complex. Metal-free [3]rotaxane was isolated by the end-capping reaction of the acyclic ligand, followed by the removal of Cu(I) ion. The stability of the tetrahedral Cu(I) complexes depended on the size of both the ring component and the acyclic ligand, which was correlated with the yield of the corresponding [3]rotaxane.
authors.affiliation: †Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.
authors.forename: Ryuto
authors.initials: R
authors.lastname: Hayashi
authors.affiliation: †Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.
authors.forename: Yuichiro
authors.initials: Y
authors.lastname: Mutoh
authors.affiliation: ‡Research Center for Medical and Dental Sciences, Tokyo Medical and Dental University, 1-5-45 Yushima, Bunkyo-ku, Tokyo 113-8510, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Kasama
authors.affiliation: †Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.
authors.forename: Shinichi
authors.initials: S
authors.lastname: Saito
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D019281:Dimerization; D008024:Ligands; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D010618:Phenanthrolines / Q000737:chemistry*; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry*; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D000480:Alkynes; D008024:Ligands; D008670:Metals; D010618:Phenanthrolines; D043862:Rotaxanes; D028561:Transition Elements; D003300:Copper