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Synfacts 2024; 20(04): 0393
DOI: 10.1055/s-0043-1773124
DOI: 10.1055/s-0043-1773124
Polymer-Supported Synthesis
Asymmetric Hydrogenation of Acrylates by COF with Chiral Frustrated Lewis Pairs
Zhang Y,
Guo J,
VanNatta P,
Jiang Y,
Phipps J,
Roknuzzaman R,
Rabaâ H,
Tan K,
AlShahrani T,
Ma S.
*
University of North Texas, Denton, USA
Metal-Free Heterogeneous Asymmetric Hydrogenation of Olefins Promoted by Chiral Frustrated Lewis Pair Framework.
J. Am. Chem. Soc. 2024;
146: 979-987
DOI: 10.1021/jacs.3c11607.
Metal-Free Heterogeneous Asymmetric Hydrogenation of Olefins Promoted by Chiral Frustrated Lewis Pair Framework.
J. Am. Chem. Soc. 2024;
146: 979-987
DOI: 10.1021/jacs.3c11607.
Key words
covalent organic frameworks - frustrated Lewis pairs - asymmetric reactions - hydrogenation
Significance
A covalent organic framework tethering a chiral frustrated Lewis pair (CFLPF) was prepared according to eq. 1. CFLPF promoted the asymmetric hydrogenation of acrylates with 60 bar hydrogen to give the corresponding α-chiral propionates in up to 97% yield and 87% ee (eq. 2).
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Comment
In the hydrogenation reaction, the catalyst was recovered and reused four times without significant loss of its catalytic activity. The robustness of the catalyst was supported by the PXRD, EDS, XPS, BET, and NMR analyses of the reused catalyst.
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Publication History
Article published online:
13 March 2024
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