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Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane
Xuanzi Fan1, Pin Xiao2, Zeqing Jiao2
1Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Republic of Singapore.
Angewandte Chemie (International Ed. in English)
|July 17, 2019
Summary
Researchers developed a green method to convert hydrosilanes into silyl chlorides using visible light and eosin Y photocatalyst. This process offers a mild and efficient route for synthesizing valuable silicon reagents.
Area of Science:
- Organic Chemistry
- Photocatalysis
- Material Science
Background:
- Chlorosilanes are essential building blocks in organic synthesis and material science.
- Existing methods for chlorosilane synthesis can be harsh or inefficient.
Purpose of the Study:
- To develop a mild, efficient, and green method for converting hydrosilanes to silyl chlorides.
- To explore the use of visible-light photocatalysis for Si-H bond activation and chlorination.
Main Methods:
- Utilized neutral eosin Y as a hydrogen-atom-transfer photocatalyst.
- Employed dichloromethane as the chlorinating agent.
- Employed continuous-flow micro-tubing reactors for controlled reactions.
Main Results:
- Achieved quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation.
- Demonstrated stepwise and highly selective chlorination of di- and trihydrosilanes.
- Successfully generated silyl radicals via photocatalytic Si-H activation.
Conclusions:
- The developed method provides a convenient and green pathway for synthesizing valuable silicon reagents.
- Visible-light photocatalysis with eosin Y offers new possibilities for silicon chemistry.
- Continuous-flow reactors enable precise control over stepwise chlorination.
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