Abstract
When diazoesters are used as carbene precursors, new Ru(II) and Ru(IV) complexes bearing various substitutents tethered ligands mediate the formal carbene insertion into C–H vinyl bonds of (substituted) styrenes to yield mostly E- and Z-styrylacetic esters (e.g. 4-phenylbut-3-enoates with styrene). This rarely observed reaction competes with the cyclopropanation of the double bond. The influence of steric and electronic factors on the two competitive reactions is reported. The observation that the most efficient C–H insertion catalysts also promote the ROMP of norbornene lend support to the formation of ruthenacyclobutanes as reaction intermediates.
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