Abstract
A homochiral porous noninterpenetrating metal-organic framework (MOF), 1, was constructed by linking infinite 1D [Cd(mu-Cl)2]n zigzag chains with axially chiral bipyridine bridging ligands containing orthogonal secondary functional groups. The secondary chiral dihydroxy groups accessible via the large open channels in 1 were utilized to generate a heterogeneous asymmetric catalyst for the addition of diethyzinc to aromatic aldehydes to afford chiral secondary alcohols at up to 93% enantiomeric excess (ee). Control experiments with dendritic aromatic aldehydes of different sizes indicate that the heterogeneous asymmetric catalyst derived from 1 is both highly active and enantioselective as a result of the creation of readily accessible, uniform active catalyst sites inside the porous MOF.
Keywords
ChemistryEnantioselective synthesisMetal-organic frameworkCatalysisHeterogeneous catalysisPorosityOrganic chemistryMetalCombinatorial chemistryAdsorption
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Publication Info
- Year
- 2005
- Type
- article
- Volume
- 127
- Issue
- 25
- Pages
- 8940-8941
- Citations
- 1829
- Access
- Closed
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Cite This
Chuan‐De Wu,
Aiguo Hu,
Lin Zhang
et al.
(2005).
A Homochiral Porous Metal−Organic Framework for Highly Enantioselective Heterogeneous Asymmetric Catalysis.
Journal of the American Chemical Society
, 127
(25)
, 8940-8941.
https://doi.org/10.1021/ja052431t
Identifiers
- DOI
- 10.1021/ja052431t