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Helical supramolecular polymers with rationally designed binding sites for chiral guest recognition
- Source :
- Nature Communications, Vol 11, Iss 1, Pp 1-12 (2020), Nature Communications
- Publication Year :
- 2020
- Publisher :
- Nature Portfolio, 2020.
-
Abstract
- Since various helical supramolecular polymers became available, their application to molecular chirality recognition have been anticipated but not extensively studied. So far, only a few examples of chiral reactions have been reported, but none for chiral separation. Here, we report the application of a helical supramolecular polymer to the enantio-separation of chiral guest molecules. The monomer of this supramolecular polymer is the salt-pair of a dendritic carboxylic acid with an enantiopure amino alcohol. In an apolar solvent, this salt-pair stacks via hydrogen bonds to form a helical polymer. In conjunction with this carboxylic acid, various amino alcohols afford supramolecular polymers, whose helical handedness is determined by the stereochemistry of the amino alcohols. When two salts with the same chirality are mixed, they undergo copolymerization, while those with opposite chirality do not. Owing to this stereoselective copolymerizability, the helical supramolecular polymer could bias the enantiomeric composition of chiral amino alcohols.<br />Since various helical supramolecular polymers became available, their application in molecular chirality recognition have been anticipated but not extensively studied. Here, the authors report the application of a helical supramolecular polymer for the enantio separation of chiral guest molecules.
- Subjects :
- inorganic chemicals
Carboxylic acid
Science
General Physics and Astronomy
macromolecular substances
010402 general chemistry
01 natural sciences
Supramolecular polymers
General Biochemistry, Genetics and Molecular Biology
Article
chemistry.chemical_compound
Molecule
heterocyclic compounds
lcsh:Science
chemistry.chemical_classification
Multidisciplinary
010405 organic chemistry
Chemistry
Hydrogen bond
organic chemicals
technology, industry, and agriculture
General Chemistry
Self-assembly
Combinatorial chemistry
0104 chemical sciences
Enantiopure drug
Monomer
lcsh:Q
Enantiomer
Chirality (chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 20411723
- Volume :
- 11
- Issue :
- 1
- Database :
- OpenAIRE
- Journal :
- Nature Communications
- Accession number :
- edsair.doi.dedup.....4628e4438b8c67baac82fa784560749c