title: Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt.
abstract: [5]Catenanes were synthesized by olefin metathesis dimerization. The reaction of pseudorotaxanes, which were derived from a [2]catenane and one equivalent of an ammonium salt bearing two terminal olefins in dichloromethane, with a catalytic amount of Grubbs catalyst afforded linear [5]catenanes in 12% yield. Intermolecular and intramolecular olefin metathesis reactions were controlled by the length of the alkyl chain of the ammonium salts.
authors.affiliation: Department of Chemistry, Graduate School of Science and Technology, Niigata University, 2-8050 Ikarashi, Nishi-ku, Niigata, Niigata 950-2181, Japan. iwamoto@chem.sc.niigata-u.ac.jp.
authors.forename: Hajime
authors.initials: H
authors.lastname: Iwamoto
authors.forename: Shinji
authors.initials: S
authors.lastname: Tafuku
authors.forename: Yoshihiko
authors.initials: Y
authors.lastname: Sato
authors.forename: Wataru
authors.initials: W
authors.lastname: Takizawa
authors.forename: Wataru
authors.initials: W
authors.lastname: Katagiri
authors.forename: Eiji
authors.initials: E
authors.lastname: Tayama
authors.forename: Eietsu
authors.initials: E
authors.lastname: Hasegawa
authors.forename: Yoshimasa
authors.initials: Y
authors.lastname: Fukazawa
authors.forename: Takeharu
authors.initials: T
authors.lastname: Haino
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D064751:Ammonium Compounds / Q000737:chemistry*; D002384:Catalysis; D043863:Catenanes / Q000138:chemical synthesis*; D019281:Dimerization; D015394:Molecular Structure; D066244:Proton Magnetic Resonance Spectroscopy; D043862:Rotaxanes / Q000737:chemistry*
chemical_list: D000475:Alkenes; D064751:Ammonium Compounds; D043863:Catenanes; D043862:Rotaxanes