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Updated: Jul 9, 2025

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Planar Chiral Rhodium Complex Based on the Tetrahydrofluorenyl Core for Enantioselective Catalysis
Vladimir B Kharitonov1, Evgeniya Podyacheva1, Denis Chusov1
1A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119334, Russia.
Abstract:
A simple four-step route to a chiral tetrahydrofluorenyl rhodium catalyst from naturally occurring (-)-α-pinene was developed. Our approach does not use multistep and time-consuming procedures such as chiral HPLC or diastereomeric resolution. The key to success lies in the face-selective coordination of rhodium to the sterically hindered tetrahydrofluorenyl ligand, giving only one diastereomeric complex. This catalyst proved to be highly efficient for asymmetric C-H annulation of aryl hydroxamates with alkenes (yield up to 95%, 91% ee) at low loading (up to 0.4 mol % based on Rh).
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