title: Synthesis of [2]rotaxanes by the copper-mediated threading reactions of aryl iodides with alkynes.
abstract: The catalytic activity of the macrocyclic phenanthroline-copper(I) complex is utilized for the Sonogashira-type reaction to synthesize [2]rotaxanes. Thus, [2]rotaxanes were prepared by reactions between terminal alkynes and aryl iodides in the presence of the macrocyclic copper complex. Bulky substituents were introduced to the substrates to stabilize the rotaxane. The bond-forming reaction proceeded selectively inside the macrocyclic complex so that the rotaxanes could be synthesized.
authors.affiliation: Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo, 162-8601, Japan.
authors.forename: Kenta
authors.initials: K
authors.lastname: Ugajin
authors.forename: Eiko
authors.initials: E
authors.lastname: Takahashi
authors.forename: Ryu
authors.initials: R
authors.lastname: Yamasaki
authors.forename: Yuichiro
authors.initials: Y
authors.lastname: Mutoh
authors.forename: Takeshi
authors.initials: T
authors.lastname: Kasama
authors.forename: Shinichi
authors.initials: S
authors.lastname: Saito
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010618:Phenanthrolines / Q000737:chemistry*; D043862:Rotaxanes / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D007454:Iodides; D047028:Macrocyclic Compounds; D010618:Phenanthrolines; D043862:Rotaxanes; D003300:Copper