title: Regioselective formation of alpha-vinylpyrroles from the ruthenium-catalyzed coupling reaction of pyrroles and terminal alkynes involving C-H bond activation.
abstract: The cationic ruthenium catalyst Ru(3)(CO)(12)/NH(4)PF(6) was found to be highly effective for the intermolecular coupling reaction of pyrroles and terminal alkynes to give gem-selective alpha-vinylpyrroles. The carbon isotope effect on the alpha-pyrrole carbon and the Hammett correlation from a series of para-substituted N-arylpyrroles (rho = -0.90) indicate a rate-limiting C-C bond formation step of the coupling reaction.
authors.affiliation: Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, USA.
authors.forename: Ruili
authors.initials: R
authors.lastname: Gao
authors.forename: Chae S
authors.initials: CS
authors.lastname: Yi
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D009942:Organometallic Compounds; D011758:Pyrroles; D012428:Ruthenium
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