Green light LED activated ligation of a scalable, versatile chalcone chromophore
| Autor: | Ishrath M. Irshadeen, Aaron S. Micallef, Christopher Barner-Kowollik, Sarah L. Walden, Kevin De Bruycker, Hendrik Frisch |
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| Rok vydání: | 2021 |
| Předmět: |
Reversible-deactivation radical polymerization
chemistry.chemical_classification Chalcone Polymers and Plastics Chemistry Organic Chemistry Bioengineering 02 engineering and technology Raft Polymer Chromophore 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Moiety Reactivity (chemistry) Light Up 0210 nano-technology |
| Zdroj: | Polymer Chemistry. 12:4903-4909 |
| ISSN: | 1759-9962 1759-9954 |
| DOI: | 10.1039/d1py00533b |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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