We have developed a DNA-based hybrid catalyst containing an intrastrand bipyridine ligand through direct ligand incorporation and successfully performed asymmetric intramolecular Friedel−Crafts alkylations. This is the first report on the DNA hybrid catalyst system where an intrastrand ligand is covalently introduced into the phosphate backbone. We have generated a series of active site to investigate the structural details of DNA hybrid catalysts and demonstrated that catalytic properties of DNA hybrid catalysts are governed by the disposition of the metal-binding site in the DNA duplex, the size of catalytic cavity, and the composition of nucleobases in the catalytic pocket.

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