title: Preparation of ethynylpyridine macrocycles by oxidative coupling of an ethynylpyridine trimer with terminal acetylenes.
abstract: Macrocycles consisted of pyridine rings and acetylene bonds were prepared by Eglinton coupling from a tandem precursor bearing two terminal alkynyl groups. The composition of molecular size in the cyclized products changed by the reaction solvent. In pyridine, 9-meric and bigger macrocycles were obtained, while that of 6-mer was not. On the other hand, in pyridine/THF mixed solvent, the 6-mer was obtained as a major product.
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan. abeh@pha.u-toyama.ac.jp
authors.forename: Hajime
authors.initials: H
authors.lastname: Abe
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Kurokawa
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Chida
authors.forename: Masahiko
authors.initials: M
authors.lastname: Inouye
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D058451:Oxidative Coupling; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D012997:Solvents / Q000737:chemistry
chemical_list: D000480:Alkynes; D047028:Macrocyclic Compounds; D011725:Pyridines; D012997:Solvents; C507758:ethynylpyridine