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Efficient singlet oxygen (1O2)-mediated photocatalysis-driven Achmatowicz rearrangement based on a gas-liquid-solid
Jiamin Yu1, Xia Sheng1, Zhiping Liu1
1State Key Laboratory of Bioinspired Interfacial Materials Science, College of Chemistry, Chemical Engineering and Materials Science and Innovation Center for Chemical Science, Soochow University, Suzhou 215123, China. shengxia@suda.edu.cn.
Chemical Communications (Cambridge, England)
|January 29, 2026
Summary
A novel triphase system enhances photocatalytic Achmatowicz rearrangement reactions. This gas-liquid-solid interface boosts reaction rates fourfold and improves selectivity using titanium dioxide (TiO2) photocatalysts.
Area of Science:
- Heterogeneous photocatalysis
- Organic synthesis
- Interface science
Background:
- Achmatowicz rearrangement is crucial for synthesizing biologically active compounds.
- Conventional methods often suffer from low efficiency and selectivity.
- Singlet oxygen (1O2) mediated reactions require efficient generation and utilization.
Purpose of the Study:
- To develop a novel triphase system for photocatalytic Achmatowicz rearrangement.
- To investigate the role of the gas-liquid-solid interface in reaction enhancement.
- To improve the formation rate and selectivity of the rearrangement.
Main Methods:
- Construction of a triphase system: gas (air)-liquid (furfuryl alcohol solution)-solid (TiO2 photocatalyst).
- Utilizing singlet oxygen (1O2) for the Achmatowicz rearrangement.
- Comparative analysis with conventional diphase systems.
Main Results:
- The triphase interface system demonstrated a distinct reaction pathway.
- Achieved a 4-fold higher formation rate compared to diphase systems.
- Improved selectivity from 39.3% to 61.1%.
Conclusions:
- The triphase interface microenvironment significantly enhances photocatalytic Achmatowicz rearrangement.
- High interfacial oxygen availability and improved photogenerated carrier utilization are key factors.
- This system offers a promising strategy for efficient organic synthesis.
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