How Ionization Catalyzes Diels-Alder Reactions

Pascal Vermeeren; Trevor A Hamlin; F Matthias Bickelhaupt

doi:10.1002/chem.202201620

How Ionization Catalyzes Diels-Alder Reactions

Chemistry. 2022 Jul 15;28(40):e202201620. doi: 10.1002/chem.202201620. Epub 2022 Jun 20.

Authors

Pascal Vermeeren¹, Trevor A Hamlin¹, F Matthias Bickelhaupt^{1

2}

Affiliations

¹ Department of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMMS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081HV, Amsterdam, The Netherlands.
² Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525AJ, Nijmegen, The Netherlands.

PMID: 35723189
DOI: 10.1002/chem.202201620

Abstract

Invited for the cover of this issue are Pascal Vermeeren, Trevor A. Hamlin, and F. Matthias Bickelhaupt of the TheoCheM group at the Vrije Universiteit Amsterdam. The cover art depicts how ionizing the dienophile lowers the Diels-Alder reaction barrier between 1,3-butadiene and acrylaldehyde by reducing the destabilizing steric Pauli repulsion and enhancing the stabilizing orbital interactions. Read the full text of the article at 10.1002/chem.202200987.

MeSH terms

Chemical Phenomena
Cycloaddition Reaction*