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Updated: Jul 26, 2025

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Density Functional Theory Calculations for Multiple Conformers Explaining the Regio- and Stereoselectivity of
Niklas Thoben1, Tobias Kaper1, Simon de Graaff1
1Institut für Chemie, Universität Oldenburg, Carl-von-Ossietzky-Strasse 9-11, 26129, Oldenburg, Germany.
Abstract:
Hybrid Density Functional Theory (DFT) calculations for multiple conformers of the insertion reactions of a methylenecyclopropane into the Ti-C bond of two differently α-substituted titanaaziridines explain the experimentally observed differences in regioselectivity between catalytic hydroaminoalkylation reactions of methylenecyclopropanes with α-phenyl-substituted secondary amines and corresponding stoichiometric reactions of a methylenecyclopropane with titanaaziridines, which can only be achieved with α-unsubstituted titanaaziridines. In addition, the lack of reactivity of α-phenyl-substituted titanaaziridines as well as the diastereoselectivity of the catalytic and stoichiometric reactions can be understood.
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