Is the Hoveyda-Grubbs complex a vinylogous Fischer-type carbene? Aromaticity-controlled activity of ruthenium metathesis catalysts.

@article{Barbasiewicz2008IsTH,
  title={Is the Hoveyda-Grubbs complex a vinylogous Fischer-type carbene? Aromaticity-controlled activity of ruthenium metathesis catalysts.},
  author={Michał Barbasiewicz and Anna Szadkowska and Anna Makal and Katarzyna N Jarzembska and Krzysztof Woźniak and Karol Grela},
  journal={Chemistry},
  year={2008},
  volume={14 30},
  pages={
          9330-7
        }
}
Three naphthalene-based analogues (4 a-c) of the Hoveyda-Grubbs metathesis catalyst exhibited immense differences in reactivity. Systematic structural and spectroscopic studies revealed that the ruthenafurane ring present in all 2-isopropoxyarylidene chelates possesses some aromatic character, which inhibits catalyst activity. This aromatic stabilization within the chelate ring may be controlled by variation of the polycyclic core topology as was demonstrated for tetraline and phenanthrene… CONTINUE READING
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