Hybrid catalysts for asymmetric transformations are typically designed by embedding an achiral transition metal catalyst into a biomacromolecule like DNA or protein. These hybrid systems offer an advantage over traditional chiral ligand based catalysis, where both the achiral catalyst and the biomacromolecule can be tailored for a targeted reactivity. DNA hybrid catalysts based on genomic DNA and copper(II) bipyridyl complexes have been shown to support Lewis acid catalysis including Michael Addition, Friedel-Craft alkylation, and Diels-Alder reactions. Here we extend this chemistry to DNA hybrid catalysts generated from several forms of DNA and a series of copper(II) phenanthroline and phenanthroline-derivatives, where we can correlate the electronic structure of the copper(II) ion in these systems with the Lewis acid and N atom-transfer reactivity they demonstrate

DNA hybrid catalysts for asymmetric transformations

2019 Spring National Meeting

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