AI Article Synopsis
- The study introduces a new stereoconvergent Suzuki-Miyaura cross-coupling reaction that produces enantioenriched 1,1-diarylalkanes.
- Using an iron complex with a chiral cyanobis(oxazoline) ligand proved to be the most effective for this reaction, especially with unactivated aryl boronic esters and benzylic chlorides.
- The addition of 1,3,5-trimethoxybenzene improved reaction yields and extended the lifespan of the catalyst, leading to high enantioselectivity, even with challenging substrates.
Article Abstract
The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides.
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| http://dx.doi.org/10.1039/d0cc05003b | DOI Listing |
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