title: Synthesis of strained pyridine-containing cyclyne via reductive aromatization.
abstract: The Sonogashira-Hagihara coupling reactions of 2,6-diiodopyridine and cis-3,6-diethynyl-3,6-dimethoxycyclohexa-1,4-diene or cis-9,10-diethynyl-9,10-dimethoxy-9,10-dihydroanthracene gave macrocyclic compounds having alternating 2,6-diethynylpyridine and 3,6-dimethoxycyclohexa-1,4-diene segments. Transformation of the C(3)-symmetric 2,6-diethynylpyridine-based cyclotrimer was efficiently achieved using tin-mediated reductive aromatization under mild conditions.
authors.affiliation: Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Koji
authors.initials: K
authors.lastname: Miki
authors.forename: Michiyasu
authors.initials: M
authors.lastname: Fujita
authors.forename: Yuki
authors.initials: Y
authors.lastname: Inoue
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Senda
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Kowada
authors.forename: Kouichi
authors.initials: K
authors.lastname: Ohe
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011725:Pyridines / Q000737:chemistry*
chemical_list: D000480:Alkynes; D047028:Macrocyclic Compounds; D011725:Pyridines; C023666:pyridine