Issue 37, 2020

Improving phase-transfer catalysis by enhancing non-covalent interactions

Abstract

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 α,β-unsaturated ketone in the presence of two different catalysts was performed.

Graphical abstract: Improving phase-transfer catalysis by enhancing non-covalent interactions

Supplementary files

Article information

Article type
Paper
Submitted
14 apr 2020
Accepted
08 júl 2020
First published
08 júl 2020

Phys. Chem. Chem. Phys., 2020,22, 21015-21021

Improving phase-transfer catalysis by enhancing non-covalent interactions

I. Iribarren and C. Trujillo, Phys. Chem. Chem. Phys., 2020, 22, 21015 DOI: 10.1039/D0CP02012E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements