Synthical logo
Your space
From chemRxiv
Okayama University

Strongly Reducing Helical Phenothiazines as Recyclable Organophotoredox Catalysts

Photocatalysts have recently attracted significant interest due to their potential applications in sustainable energy-conversion systems. In organic chemistry, recyclability of photocatalysts are important characteristics with respect to environmental concerns and economic benefits. Metal-based polypyridyl complexes of ruthenium and iridium have been widely used as recyclable homogeneous photoredox catalysts, whereas organophotoredox catalysts are less explored and usually limited to the use of polymer methods. Herein, we report the design and synthesis of recyclable phenothiazine organophotoredox catalysts (PTHS 1–3). These catalysts exhibit relatively high excited-state oxidation potentials (E1/2ox* = −2.34 to −2.40 V vs. SCE) that can efficiently promote photoredox reactions via the one-electron reduction of 1,3-bis(trifluoromethyl)benzene and 4-trifluoromethyliodobenzene, which have high reduction potentials (Ep/2 = −2.07 to −2.16 V vs. SCE). Notably, when the recycling performance was evaluated in the cross-coupling reaction between an aryl halide and triethylphosphite, PTHS-1 can be recovered at least four times without loss of its catalytic activity. The present recyclable and reusable organophotoredox catalysts thus represent a promising tool for sustainable organic synthesis.
Published on November 15, 2023
Copy BibTeX
There is no AI-powered summary yet, because we do not have a budget to generate summaries for all articles.
1. Buy subscription
We will thank you for helping thousands of people to save their time at the top of the generated summary.
If you buy our subscription, you will be able to summarize multiple articles.
Pay $undefined
≈10 summaries
Pay $undefined
≈60 summaries
2. Share on socials
If this article gets to top-5 in trends, we'll summarize it for free.
Copy link