Hydrophobic chirality amplification in confined water cages
| Autor: | Choong Eui Song, So Young Shim, Han Yong Bae, Insoo Hwang, Si Joon Park, Min Jung Jung, Ji Yoon Jung |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
0301 basic medicine
inorganic chemicals Science General Physics and Astronomy 02 engineering and technology Chemical reaction complex mixtures General Biochemistry Genetics and Molecular Biology Article Catalysis 03 medical and health sciences Physics::Atomic and Molecular Clusters lcsh:Science Quantitative Biology::Biomolecules Multidisciplinary Chemistry Enantioselective synthesis technology industry and agriculture General Chemistry 021001 nanoscience & nanotechnology Transition state eye diseases 030104 developmental biology Chemical physics Organocatalysis lcsh:Q Homochirality 0210 nano-technology Selectivity Chirality (chemistry) |
| Zdroj: | Nature Communications, Vol 10, Iss 1, Pp 1-9 (2019) Nature Communications |
| ISSN: | 2041-1723 |
| DOI: | 10.1038/s41467-019-08792-z |
| Popis: | The manipulation of the transition states of a chemical process is essential to achieve the desired selectivity. In particular, transition states of chemical reactions can be significantly modified in a confined environment. We report a catalytic reaction with remarkable amplification of stereochemical information in a confined water cage. Surprisingly, this amplification is significantly dependent on droplet size. This water-induced chirality amplification stems from the hydrophobic hydration effects, which ensures high proximity of the catalyst and substrates presumably at the transition state, leading to higher enantioselectivity. Flow and batch reactors were evaluated to confirm the generality of this water-induced chirality amplification. Our observation on efficient chiral induction in confined water cages might lead to an understanding of the chirality amplification in the prebiotic era, which is a key feature for the chemical evolution of homochirality. Confined environments may have a significant influence on the transition state and, consequently, on the stereochemical outcome of a chemical reaction. Here, the authors show a droplet size-dependent chirality amplification effect for two model reactions in confined organic droplets surrounded by water cages. |
| Databáze: | OpenAIRE |
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