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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Blue-to-UVB Upconversion, Solvent Sensitization and Challenging Bond Activation Enabled by a Benzene-Based
Till J B Zähringer1, Julian A Moghtader1, Maria-Sophie Bertrams1
1Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
This study introduces a novel blue-to-UVB light upconversion system for efficient photoreactions. This sustainable approach enables mild reaction conditions, advancing chemical energy conversion.
Area of Science:
- Photochemistry
- Organic Chemistry
- Sustainable Energy
Background:
- Many photoreactions require inefficient and harsh UV light.
- Triplet-triplet annihilation upconversion (TTA-UC) offers a potential solution by converting visible light to higher energy states.
- Existing TTA-UC systems have limitations in spectral range and efficiency.
Purpose of the Study:
- To develop a novel blue-to-UVB light upconversion system for driving photoreactions under mild conditions.
- To demonstrate the application of this system in activating aliphatic carbonyls via FRET.
- To explore a new UC-FRET reaction sequence for sustainable chemistry.
Main Methods:
- Development of a new annihilator with UVB emission.
- Integration of the annihilator with an organic sensitizer for blue-to-UVB upconversion.
- Utilizing laser spectroscopy to monitor the UC-FRET reaction sequence.
- Application in mechanistic irradiation experiments for Norrish chemistry.
Main Results:
- The first blue-to-UVB upconversion system was successfully demonstrated.
- The system efficiently activated aliphatic carbonyls through a novel UC-FRET sequence.
- Laser spectroscopy confirmed the upconversion and FRET processes.
- Feasibility of blue light-driven Norrish chemistry was established.
Conclusions:
- A novel blue light-driven strategy for substrate or solvent activation was developed.
- This UC-FRET approach offers a sustainable alternative to harsh UV irradiation.
- The findings pave the way for more efficient light-to-chemical energy conversion systems.
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