First synthesis and resolution of a planar-chiral tetrahydroindolyl complex of iron: electronic tuning of reactivity and enantioselective nucleophilic catalysis.
The first examples of an (eta5-indolyl)iron complex and of an (eta5-tetrahydroindolyl)iron complex are described. Reactivity studies establish that the (eta5-tetrahydroindolyl)iron complexes are the most active azaferrocene-derived nucleophilic catalysts reported to date and that the reactivity of these complexes can be electronically tuned. Use of planar-chiral, enantiopure (eta5-3-(dimethylamino)tetrahydroindolyl)FeCp* in asymmetric catalysis leads to stereoselectivities comparable to those furnished by a previously described azaferrocene complex.
Suginome
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Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts, USA.
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