芳基化反应：通过苯基阳离子的光致单分子亲核取代路径作为金属催化的替代方法。
Arylation reactions: the photo-S(N)1 path via phenyl cation as an alternative to metal catalysis.
作者信息
Fagnoni Maurizio, Albini Angelo
机构信息
Department of Organic Chemistry, University of Pavia, via Taramelli 10, 27100 Pavia, Italy.
出版信息
Acc Chem Res. 2005 Sep;38(9):713-21. doi: 10.1021/ar0402356.
Photo(sensitized) cleavage of benzenediazonium salts as well as, when an electron-donating substituent is present, of aryl chlorides, fluorides, mesylates, triflates, and phosphates leads to the corresponding phenyl cations in the triplet state. These otherwise unavailable intermediates add selectively to alkenes, alkynes, and (hetero)arenes, giving arylation products in a good yield. The reactions are photochemical alternatives of metal-catalyzed Heck and cross-coupling reactions and bear some mechanistic analogy with them.
苯重氮盐的光（敏化）裂解，以及当存在供电子取代基时芳基氯化物、氟化物、甲磺酸盐、三氟甲磺酸盐和磷酸盐的光（敏化）裂解，会产生处于三重态的相应苯基阳离子。这些原本无法得到的中间体选择性地加成到烯烃、炔烃和（杂）芳烃上，以良好的产率得到芳基化产物。这些反应是金属催化的Heck反应和交叉偶联反应的光化学替代反应，并且在机理上与它们有一些相似之处。
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