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April 12, 2026Journal of the American Chemical Society

Facile Synthesis of Gem-Difluoroalkene-Based Bis (silanes) via Copper-Catalyzed Disilylative Defluorination of 1-Chloro-1-trifluoromethylalkenes

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Authors

MYMingxing YeHYHua YangXDXuzhao Du

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Overview

Demonstrates an efficient method for synthesizing multifunctional gem-difluoroalkenes, enhancing fluorinated compound availability.

Key Points

  • To develop an efficient method for synthesizing gem-difluoroalkene-based bis(silanes) via defluorination.
  • Copper-catalyzed disilylative defluorination
  • Use of 1-chloro-1-trifluoromethylalkenes
  • Employing commercial organosilylboranes
  • Mild reaction conditions
  • Scalable synthesis with diverse derivatizations
  • Successfully synthesized gem-difluoroalkene-based bis(silanes) with broad substrate scope
  • Established first general access to multifunctional structures
  • Developed an asymmetric variant for enantioenriched products
  • Demonstrated excellent functional-group tolerance under mild conditions

Cite This Study

Ye et al. (2026) studied this question.

synapsesocial.com/papers/69db36c24fe01fead37c4cd1https://doi.org/10.1021/jacs.6c02927
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Visible-Light-Mediated Divergent Difunctionalization of <i>gem</i>-Difluoroalkenes Using Aryldiazonium Tetrafluoroborates2025
  2. 2Synthesis of <i>gem</i> ‐difluoroalkenes via cross‐coupling reactions of 2,2‐difluoroethenyl ( <scp> CF <sub>2</sub> </scp> <scp>CR</scp> ) and 2,2‐difluoroethenylidene ( <scp> CF <sub>2</sub> </scp> C) building blocks2026
  3. 3Recent Advance in Defluorinative Transformations of α‐Trifluoromethyl Carbene Intermediates2026 · 3 citations
  4. 4Controllable Difluorocarbene Elongation via Copper Catalysis2026 · 1 citations
  5. 5<i>gem</i>-Difluoroalkylation of Cyclic Ethers Enabled by Cobalt-Catalyzed C(sp<sup>3</sup>)–H Oxidation under Mild Conditions2024 · 2 citations