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Development of a Method for the Preparation of Ruthenium Indenylidene-Ether Olefin Metathesis Catalysts
Department of Chemistry and Biochemistry, California State University, Northridge, 18111 Nordhoff Street, Northridge, CA 91330, USA
* Author to whom correspondence should be addressed.
Received: 28 March 2012; in revised form: 18 April 2012 / Accepted: 23 April 2012 / Published: 11 May 2012
Abstract: The reactions between several derivatives of 1-(3,5-dimethoxyphenyl)-prop-2-yn-1-ol and different ruthenium starting materials [i.e., RuCl2(PPh3)3 and RuCl2(p-cymene)(L), where L is tricyclohexylphosphine di-t-butylmethylphosphine, dicyclohexylphenylphosphine, triisobutylphosphine, triisopropylphosphine, or tri-n-propylphosphine] are described. Several of these reactions allow for the easy, in-situ and atom-economic preparation of olefin metathesis catalysts. Organic precursor 1-(3,5-dimethoxyphenyl)-1-phenyl-prop-2-yn-1-ol led to the formation of active ruthenium indenylidene-ether complexes, while 1-(3,5-dimethoxyphenyl)-prop-2-yn-1-ol and 1-(3,5-dimethoxyphenyl)-1-methyl-prop-2-yn-1-ol did not. It was also found that a bulky and strong σ-donor phosphine ligand was required to impart good catalytic activity to the new ruthenium complexes.
Keywords: olefin metathesis; ring-closing metathesis; ruthenium indenylidene; ruthenium alkylidene
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Jimenez, L.R.; Tolentino, D.R.; Gallon, B.J.; Schrodi, Y. Development of a Method for the Preparation of Ruthenium Indenylidene-Ether Olefin Metathesis Catalysts. Molecules 2012, 17, 5675-5689.
Jimenez LR, Tolentino DR, Gallon BJ, Schrodi Y. Development of a Method for the Preparation of Ruthenium Indenylidene-Ether Olefin Metathesis Catalysts. Molecules. 2012; 17(5):5675-5689.
Jimenez, Leonel R.; Tolentino, Daniel R.; Gallon, Benjamin J.; Schrodi, Yann. 2012. "Development of a Method for the Preparation of Ruthenium Indenylidene-Ether Olefin Metathesis Catalysts." Molecules 17, no. 5: 5675-5689.