Regioselective formation of alpha-vinylpyrroles from the ruthenium-catalyzed coupling reaction of pyrroles and terminal alkynes involving C-H bond activation. J Org Chem 2010 May 07;75(9):3144-6
Date
04/14/2010Pubmed ID
20384382Pubmed Central ID
PMC2865850DOI
10.1021/jo100269yScopus ID
2-s2.0-77951846635 (requires institutional sign-in at Scopus site) 41 CitationsAbstract
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.
Author List
Gao R, Yi CSAuthor
Chae Yi PhD Professor, Inorganic and Organometallic Chemistry, Homogeneous Catalysis in the Chemistry department at Marquette UniversityMESH terms used to index this publication - Major topics in bold
AlkynesCatalysis
Molecular Structure
Organometallic Compounds
Pyrroles
Ruthenium
Stereoisomerism
