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[2+2] Cycloaddition of 1,3-Dienes by Visible Light Photocatalysis


  • Financial support was provided by the National Institutes of Health (GM095666). The NMR spectroscopy facility at UW-Madison is funded by the NSF (CHE-1048642).


[2+2] Photocycloadditions of 1,3-dienes represent a powerful yet synthetically underutilized class of reactions. We report that visible light absorbing transition metal complexes enable the [2+2] cycloaddition of a diverse range of 1,3-dienes. The ability to use long-wavelength visible light is attractive because these reaction conditions tolerate the presence of sensitive functional groups that might be readily decomposed by the high-energy UVC radiation required for direct photoexcitation of 1,3-dienes. The resulting vinylcyclobutane products are poised for a variety of further diversification reactions, and this method is consequently expected to be powerfully enabling in the synthesis of complex organic targets.

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