4.8 Article

An enantioselective artificial Suzukiase based on the biotin-streptavidin technology

Journal

CHEMICAL SCIENCE
Volume 7, Issue 1, Pages 673-677

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc03116h

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Funding

  1. Swiss National Science Foundation [200020_162348]
  2. Swiss National Science Foundation (NNCR Molecular Systems Engineering)

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Introduction of a biotinylated monophosphine palladium complex within streptavidin affords an enantioselective artificial Suzukiase. Site-directed mutagenesis allowed the optimization of the activity and the enantioselectivity of this artificial metalloenzyme. A variety of atropisomeric biaryls were produced in good yields and up to 90% ee. The hybrid catalyst described herein shows comparable TOF to the previous aqueous-asymmetric Suzuki catalysts, and excellent stability under the reaction conditions to realize higher TON through longer reaction time.

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