Abstract

A novel chiral diimine Zr-MOF (DUT-136, DUT - Dresden University of Technology) is synthesized in a one-pot reaction from ZrCl4, 4-formylbenzoic acid, and (R,R)-1,2-diphenylethylenediamine as an enantiopure core. Inspired by the versatile chemistry of the CN bond, a variety of post-synthetic derivatizations were performed. Oxidation, reduction, and metalation effectively generated the chiral amide-, amine-, and Ni containing DUT-136 MOFs, respectively. The catalytic activity of these post-synthetically modified materials was systemically evaluated in a wide range of asymmetric organic transformations, including the Friedel-Crafts alkylation, Michael addition, aldol reaction, and the Ni-catalyzed CC coupling.

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