AI Article Synopsis
- The study investigated how different salt solutions affect aldol reactions using a specific organocatalyst in water.
- Deionised water consistently outperformed salt solutions, although larger anions correlated with slightly lower enantiomeric excess.
- Using tap water inhibited catalyst activity, but this could be improved by adding EDTA, with variations seen based on the specific reactants used.
Article Abstract
Saturated aqueous solutions of various common salts were examined for their effect on aqueous aldol reactions catalysted by a highly active C(2)-symmetric diprolinamide organocatalyst developed in our laboratory. With respect to the aldol reaction between cyclohexanone and 4-nitrobenzaldehyde, deionised water was always a superior medium to salt solutions though some correlation to increasing anion size and depression in enantiomeric excess could be observed. Additionally, the complete inhibition of catalyst activity observed when employing tap water could be alleviated by the inclusion of ethylenediaminetetraacetate (EDTA) into the aqueous media prior to reaction initiation. Extension of these reaction conditions demonstrated that these ionic effects vary on a case-to-case basis depending on the ketone/aldehyde combination.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3257117 | PMC |
| http://dx.doi.org/10.3390/ijms12129083 | DOI Listing |
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