Induced Chirality in a Metal-Organic Framework by Post Synthetic Modification for Highly Selective Asymmetric Aldol Reactions

by A.L.W. Demuynck, M.G. Goesten, E.V. Ramos-Fernandez, M. Dusselier, J. Vanderleyden, F. Kapteijn, J. Gascon, B.F. Sels
Year: 2014 ISSN: DOI: 10.1002/cctc.201402082

Bibliography

A.L.W. Demuynck, M.G. Goesten, E.V. Ramos-Fernandez, M. Dusselier, J. Vanderleyden, F. Kapteijn, J. Gascon, B.F. Sels, ChemCatChem 6 (2014) 2211 - 2214, Induced Chirality in a Metal-Organic Framework by Post Synthetic Modification for Highly Selective Asymmetric Aldol Reactions

Abstract

​A straightforward synthetic route to chiral metal–organic frameworks is proposed that relies on an acid–base interaction between an acid linker and a chiral primary amino acid derived diamine organocatalyst. High ee values for the aldol condensation of linear ketones and aromatic aldehydes are reported with this heterogeneous catalyst. Three consecutive catalyst reuse experiments demonstrated that the majority of the activity was preserved, as was the enantioselectivity.

Keywords

Aldol reaction Asymmetric catalysis Heterogeneous Catalysis Metal–organic frameworks Organocatalysis