Hydrogen Atom Transfer (HAT): A Versatile Strategy for Substrate Activation in Photocatalyzed Organic Synthesis

被引:608
作者
Capaldo, Luca [1 ]
Ravelli, Davide [1 ]
机构
[1] Univ Pavia, Dept Chem, PhotoGreen Lab, Viale Taramelli 12, I-27100 Pavia, Italy
关键词
Photocatalysis; Hydrogen transfer; Radical reactions; C-H activation; Visible light; Photochemistry; C-H BONDS; VISIBLE-LIGHT PHOTOCATALYSIS; PHOTOREDOX CATALYSIS; C(SP(3))-H BONDS; COUPLED ELECTRON; DIRECT ARYLATION; FUNCTIONALIZATION; FLUORINATION; ABSTRACTION; ALKYLATION;
D O I
10.1002/ejoc.201601485
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The adoption of hydrogen atom transfer (HAT) in a photocatalytic approach, in which an excited catalyst is responsible for substrate activation, offers unique opportunities in organic synthesis, enabling the straightforward activation of R-H (R = C, Si, S) bonds in desired reagents. Either a direct strategy, based on the intrinsic reactivity of a limited number of photocatalysts in the excited state, or an indirect one, in which a photocatalytic cycle is used for the generation of a thermal hydrogen abstractor, can be exploited. This microreview summarizes the most recent advances (mainly from the last two years) in this rapidly developing area of research, collecting the selected examples according to the nature of the species promoting the HAT process. From the synthetic point of view, this area has led to the development of a plethora of strategies for C-C, C-Si, C-N, C-S, and C-halogen (particularly, fluorine) bond formation, as well as for oxidation reactions.
引用
收藏
页码:2056 / 2071
页数:16
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