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Issue 6, 2019
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Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation

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Abstract

Carbyne, an interesting synthetic intermediate, has recently been generated from hypervalent iodine precursors via photoredox catalysis. Given the underexplored chemistry of carbyne, due to the paucity of carbyne sources, we are intrigued to discover a new source for this reactive species from classical reagents – phosphonium ylides. Our novel strategy employing phosphonium ylides in an olefin hydrocarbonation reaction features a facile approach for constructing carbon–carbon bonds through metal-free and benign reaction conditions. Moreover, the hydrocarbonation products were delivered in a highly regioselective manner.

Graphical abstract: Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation

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Publication details

The article was received on 20 Sep 2018, accepted on 23 Nov 2018 and first published on 04 Dec 2018


Article type: Edge Article
DOI: 10.1039/C8SC04195D
Chem. Sci., 2019,10, 1687-1691
  • Open access: Creative Commons BY-NC license
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    Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation

    M. Das, M. D. Vu, Q. Zhang and X. Liu, Chem. Sci., 2019, 10, 1687
    DOI: 10.1039/C8SC04195D

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