Issue 13, 2020

Polymer mechanochemistry-enabled pericyclic reactions

Abstract

Over the past decades, it became clear that next to heat and light, pericyclic reactions can be induced mechanochemically when the reacting motifs are embedded as latent force-responsive groups (mechanophores) into polymer architectures. Not only does this enable a variety of functions and applications on a material level, but moreover grants access to symmetry-forbidden reaction products with respect to the Woodward–Hoffmann rules. The latter indicates that polymer mechanochemistry follows its own set of rules that, however, regarding underlying mechanisms and design rationales is far from being holistically understood. Here we review the existing body of literature and identify common structural features and substitution prerequisites to the polymer framework shining light on the differences between polymer mechanochemical pericyclic reactions and their traditional counterparts. By this, we believe to contribute to the major challenge of not only retrospectively describing force-induced reactivity but eventually finding a common molecular design guideline.

Graphical abstract: Polymer mechanochemistry-enabled pericyclic reactions

Article information

Article type
Review Article
Submitted
27 Dec 2019
Accepted
06 Feb 2020
First published
16 Mar 2020
This article is Open Access
Creative Commons BY-NC license

Polym. Chem., 2020,11, 2274-2299

Polymer mechanochemistry-enabled pericyclic reactions

E. Izak-Nau, D. Campagna, C. Baumann and R. Göstl, Polym. Chem., 2020, 11, 2274 DOI: 10.1039/C9PY01937E

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