Efficient visible light photocatalysis of [2+2] enone cycloadditions

被引:919
|
作者
Ischay, Michael A. [1 ]
Anzovino, Mary E. [1 ]
Du, Juana [1 ]
Yoon, Tehshik P. [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
D O I
10.1021/ja805387f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report that Ru(bipy)(3)Cl(2) 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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页码:12886 / +
页数:3
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