Chemistry

Photoswitchable dynamic conjugate addition-elimination reactions as a tool for light-mediated click and clip chemistry

H. Lu, H. Ye, et al.

Discover exciting advances in photoswitchable covalent reactions that allow for dynamic control of molecular connections and disconnections! Conducted by Hanwei Lu, Hebo Ye, Meilan Zhang, Zimu Liu, Hanxun Zou, and Lei You, this research showcases innovative applications in surface modification and polymer manipulation through light-mediated processes.

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Abstract

This paper explores photoswitchable reversible covalent conjugate addition-elimination reactions for light-addressed modular covalent connection and disconnection. By coupling a photochromic dithienylethene (DTE) switch with Michael acceptors, the reactivity of Michael reactions is tuned, allowing switching on and off dynamic exchange of thiol and amine nucleophiles. The change in antiaromaticity in transition states and enol intermediates drives the photoinduced change in kinetic barriers. Applications demonstrated include light-mediated surface modification, regulation of amphiphilic assemblies, and on-demand creation/degradation of covalent polymers.

Publisher

Nature Communications

Published On

Jul 07, 2023

Authors

Hanwei Lu, Hebo Ye, Meilan Zhang, Zimu Liu, Hanxun Zou, Lei You

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