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First synthesis and resolution of a planar-chiral tetrahydroindolyl complex of iron: Electronic tuning of reactivity and enantioselective nucleophilic catalysis
Michinori Suginome,
Gregory C. Fu,
Michinori Suginome
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts
Search for more papers by this authorCorresponding Author
Gregory C. Fu
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts
Department of Chemistry, 77 Massachusetts Avenue, Room 18-411, Cambridge, MA 02139-4307Search for more papers by this authorMichinori Suginome,
Gregory C. Fu,
Michinori Suginome
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts
Search for more papers by this authorCorresponding Author
Gregory C. Fu
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts
Department of Chemistry, 77 Massachusetts Avenue, Room 18-411, Cambridge, MA 02139-4307Search for more papers by this authorFirst published: 19 May 2000
Citations: 18
Abstract
The first examples of an (η5-indolyl)iron complex and of an (η5-tetrahydroindolyl)iron complex are described. Reactivity studies establish that the (η5-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 (η5-3-(dimethylamino)tetrahydroindolyl)FeCp* in asymmetric catalysis leads to stereoselectivities comparable to those furnished by a previously described azaferrocene complex. Chirality 12:318–324, 2000. © 2000 Wiley-Liss, Inc.
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