Skip navigation
Skip navigation

Can electrostatic catalysis of Diels-Alder reactions be harnessed with pH-switchable charged functional groups?

Aitken, Heather; Coote, Michelle


Quantum-chemical calculations at the M06-2X/6-31+G(d,p) and G3(MP2)CC levels of theory are used to assess the feasibility of harnessing charged functional groups to electrostatically catalyse Diels–Alder reactions and alter their regio selectivity. For the reaction of the polar diene 2-pyrone with substituted cyclopentene, pH switches of nearly 60 kJ mol−1 are observed in the gas-phase. To switch regioselectivity however it is necessary to toggle between negatively and positively charged...[Show more]

CollectionsANU Research Publications
Date published: 2018
Type: Journal article
Source: Physical Chemistry Chemical Physics
DOI: 10.1039/c7cp07562f
Access Rights: Open Access


File Description SizeFormat Image
PCCP-DielsAlder_unformatted.pdf381.63 kBAdobe PDFThumbnail

Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.

Updated:  19 May 2020/ Responsible Officer:  University Librarian/ Page Contact:  Library Systems & Web Coordinator