Journal of the American Chemical Society 2011-12-07

Radical cation Diels-Alder cycloadditions by visible light photocatalysis.

Shishi Lin, Michael A Ischay, Charles G Fry, Tehshik P Yoon

Index: J. Am. Chem. Soc. 133 , 19350-19353, (2011)

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Abstract

Ruthenium(II) polypyridyl complexes promote the efficient radical cation Diels-Alder cycloaddition of electron-rich dienophiles upon irradiation with visible light. These reactions enable facile [4 + 2] cycloadditions that would be electronically mismatched under thermal conditions. Key to the success of this methodology is the availability of ligand-modified ruthenium complexes that enable rational tuning of the electrochemical properties of the catalyst without significantly perturbing the overall photophysical properties of the system.© 2011 American Chemical Society