Two new base-free hydrosilylene complexes of iron were synthesized using the novel starting material Cp*( <sup>i</sup>Pr<sub>2</sub>MeP)FeMes. These Cp*( <sup>i</sup>Pr<sub>2</sub>MeP)Fe(H)SiHR (R = DMP, Trip) complexes are in equilibrium with the corresponding iron silyl complexes, Cp*( <sup>i</sup>Pr<sub>2</sub>MeP)FeSiH<sub>2</sub>R, which can be trapped and characterized for R = Trip. Unlike the Ru analogues, the Fe silylene complex with R = DMP is observed to undergo an intramolecular C-H activation involving formal addition of a benzylic C-H bond across the Fe-Si bond. This increased activity for bond activations is also observed for reactions with hydrogen, where Fe reacts faster than a Ru analog to form the hydrogenation product, Cp*( <sup>i</sup>Pr<sub>2</sub>MeP)H<sub>2</sub>FeSiH<sub>2</sub>DMP.
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