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Model Compounds of Ruthenium-Alkene Intermediates in Olefin Metathesis Reactions Export

J. Am. Chem. Soc., Vol. 128, No. 26. (5 July 2006), pp. 8386-8387.

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Abstract: The development of a model system to study ruthenium-olefin complexes relevant to the mechanism of olefin metathesis is reported. Upon addition of 1,2-divinylbenzene to (H2IMes)(py2)(Cl)2Ru=CHPh (H2IMes = 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene), two ruthenium-olefin adducts are formed. On the basis of 1H NMR spectroscopy experiments and X-ray crystallographic analysis, these complexes are assigned as side-bound isomers in which the olefin and H2IMes ligands are coordinated cis to each other. The dynamic interconversion of these two ruthenium complexes was determined to have a barrier of 19.1 ± 0.1 kcal/mol.


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