Journal
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Volume 22, Issue 37, Pages 21015-21021Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cp02012e
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Funding
- Science Foundation Ireland [SFI 18/SIRG/5517]
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A wide variety of asymmetric transformations catalysed by chiral catalysts have been developed for the synthesis of valuable organic compounds in the past several decades. Within the asymmetric catalysis field, phase-transfer catalysis has been recognized as a powerful method for establishing useful procedures for organic synthesis. In the present study intermolecular interactions between a well-known alkaloid quinine-derived phase transfer catalyst and four different anions were characterised, analysing the competition between the pure ion-pair interaction and the intermolecular hydrogen bond established upon complexation. Finally, a theoretical study of the free-energy profile corresponding to the enantioselective conjugate cyanation of an alpha,beta-unsaturated ketone in the presence of two different catalysts was performed.
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