Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, USA.
J Org Chem. 2010 May 7;75(9):3144-6. doi: 10.1021/jo100269y.
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.
研究发现,阳离子钌催化剂 Ru(3)(CO)(12)/NH(4)PF(6) 对于吡咯和末端炔烃的分子间偶联反应非常有效,可生成高立体选择性的α-乙烯基吡咯。α-吡咯碳的碳同位素效应和一系列对取代 N-芳基吡咯的哈米特相关性(rho = -0.90)表明,该偶联反应的速率限制步骤是 C-C 键形成。