AI Article Synopsis
- The study addresses the challenge of using DNA in chiral catalysis by anchoring small-molecule catalysts to DNA to achieve effective enantio-discrimination.
- Researchers created a novel DNA-based catalyst attached to a cellulose matrix that is easy to use, recyclable, and demonstrates high enantioselectivity in various reactions.
- The method includes a continuous-flow process that enables rapid conversions and high selectivity with minimal catalyst amounts, setting a new standard in DNA-based asymmetric catalysis.
Article Abstract
The challenge in DNA-based asymmetric catalysis is to perform a reaction in the vicinity of the helix by incorporating a small-molecule catalyst anchored to the DNA in a covalent, dative, or non-covalent yet stable fashion in order to ensure high levels of enantio-discrimination. Here, we report the first generation of a DNA-based catalyst bound to a cellulose matrix. The chiral biomaterial is commercially available, trivial to use, fully recyclable and produces high levels of enantioselectivity in various Cu(II)-catalyzed asymmetric reactions including Friedel-Crafts alkylations and Michael additions. A single-pass, continuous-flow process is also reported affording fast conversions and high enantioselectivities at low catalyst loadings thus offering a new benchmark in the field of DNA-based asymmetric catalysis.
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| http://dx.doi.org/10.1039/c4cc10190a | DOI Listing |
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