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Radical cation Diels-Alder cycloadditions by visible light photocatalysis.


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.

SUBMITTER: Lin S 

PROVIDER: S-EPMC3227774 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature

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Radical cation Diels-Alder cycloadditions by visible light photocatalysis.

Lin Shishi S   Ischay Michael A MA   Fry Charles G CG   Yoon Tehshik P TP  

Journal of the American Chemical Society 20111111 48


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 ove  ...[more]

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