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Published on: January 4, 2018
Model compounds of ruthenium-alkene intermediates in olefin metathesis reactions
Donde R Anderson1, Daniel D Hickstein, Daniel J O'Leary
1Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
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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