Issue 34, 2021

Green light LED activated ligation of a scalable, versatile chalcone chromophore

Abstract

Herein we introduce a photoreactive chalcone moiety that can be synthesized at a scale of several grams with ease, and efficiently undergoes a [2 + 2] photocycloaddition with light up to just below 500 nm as determined by an action plot. The peak chalcone reactivity is at 440 nm which is red-shifted by 25 nm compared to the absorption maximum at 415 nm. The chalcone was attached to a RAFT agent enabling reversible deactivation radical polymerization. The resulting polymer subsequently took part in a photoligation triggered by light from an LED centered at 505 nm. Thus, we introduce a chalcone that is capable of overcoming the synthetic disadvantages associated with styrylpyrenes and can readily undergo [2 + 2] photocycloadditon with visibile light.

Graphical abstract: Green light LED activated ligation of a scalable, versatile chalcone chromophore

Supplementary files

Article information

Article type
Paper
Submitted
20 4 2021
Accepted
21 6 2021
First published
21 6 2021

Polym. Chem., 2021,12, 4903-4909

Green light LED activated ligation of a scalable, versatile chalcone chromophore

I. M. Irshadeen, K. De Bruycker, A. S. Micallef, S. L. Walden, H. Frisch and C. Barner-Kowollik, Polym. Chem., 2021, 12, 4903 DOI: 10.1039/D1PY00533B

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