ArticlePrecision chemistry2025
Catalytic Reductive Homocoupling of Benzyl Chlorides Enabled by Zirconocene and Photoredox Catalysis.
Article in Precision chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Catalytic C-S bond cleavage of simple sulfides with productive retention of thiol fragments.Chemical science · 2026Article
- Zirconocene(III) in Organic Synthesis: Does the Ugly Duckling Become a Swan?International journal of molecular sciences · 2026Review
- Advances in Zr-mediated radical transformations and applications to total synthesis.Beilstein journal of organic chemistry · 2026Review
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Authors and funding
5 authors.
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Abstract
The bibenzyl skeleton is prevalent in numerous natural products and other biologically active compounds. Radical homocoupling provides a straightforward approach for synthesizing bibenzyls in a single step with the reductive homocoupling of benzyl halides undergoing extensive development. Unlike benzyl bromides and other tailored precursors used in visible-light-mediated homocoupling, benzyl chlorides offer greater abundance and chemical stability. Nevertheless, achieving chemoselective cleavage of the C-Cl bond poses significant challenges, with only a limited number of studies reported to date. Herein, we demonstrate a catalytic reductive homocoupling of benzyl chlorides facilitated by zirconocene and photoredox catalysis. This cooperative catalytic system promotes C-Cl bond cleavage in benzyl chlorides under mild conditions and supports the homocoupling of a wide range of benzyl chlorides, including those derived from pharmaceutical agents. Our preliminary mechanistic investigations highlight the pivotal role of hydrosilane in the catalytic cycle.
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Registered trials
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