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Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water

Author

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  • Wenbo Liu

    (FRQNT Center for Green Chemistry and Catalysis, McGill University)

  • Lu Li

    (FRQNT Center for Green Chemistry and Catalysis, McGill University)

  • Chao-Jun Li

    (FRQNT Center for Green Chemistry and Catalysis, McGill University)

Abstract

Methods to assemble alkynes are essential for synthesizing fine chemicals, pharmaceuticals and polymeric photo-/electronic materials. Using light as a clean energy form and water as a green solvent has the potential to make synthetic chemistry more environmentally friendly. Here we present a transition-metal-free coupling protocol between aryl alkyne and alkyl iodide enabled by photoenergy in water. Under ultraviolet irradiation and in basic aqueous media, aryl alkynes efficiently couple with a wide range of alkyl iodides including primary, secondary and tertiary ones under mild conditions. A tentative mechanism for the coupling is also proposed.

Suggested Citation

  • Wenbo Liu & Lu Li & Chao-Jun Li, 2015. "Empowering a transition-metal-free coupling between alkyne and alkyl iodide with light in water," Nature Communications, Nature, vol. 6(1), pages 1-6, May.
    • Handle: RePEc:nat:natcom:v:6:y:2015:i:1:d:10.1038_ncomms7526
    DOI: 10.1038/ncomms7526
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