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Efficient Visible Light Photocatalysis of [2+2] Enone Cycloadditions

Ischay, Michael A., Anzovino, Mary E., Du, Juana, Yoon, Tehshik P.·2008·Journal of the American Chemical Society

Abstract

We report that Ru(bipy)3Cl2 can serve as a visible light photocatalyst for [2+2] enone cycloadditions. A variety of aryl enones participate readily in the reaction, and the diastereoselectivity in the formation of the cyclobutane products is excellent. We propose a mechanism in which a photogenerated Ru(bipy)3+ complex promotes one-electron reduction of the enone substrate, which undergoes subsequent radical anion cycloaddition. The efficiency of this process is extremely high, which allows rapid, high-yielding [2+2] cyclizations to be conducted using incident sunlight as the only source of irradiation.

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Metadata

Authors
Ischay, M. A., Anzovino, M. E., Du, J., & Yoon, T. P.
Venue
Journal of the American Chemical Society
Published
2008-09-04
Volume
130
Issue
39
Pages
12886-12887
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W1999601844
Cited by
1,167
References
0
FWCI
16.84
Type
journal article
Language
en
Open access
closed

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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.

Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.