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Visible‐Light‐Mediated Generation of Nitrogen‐Centered Radicals: Metal‐Free Hydroimination and Iminohydroxylation Cyclization Reactions
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2015-09-28 , DOI: 10.1002/anie.201507641 Jacob Davies , Samuel G. Booth , Stephanie Essafi , Robert A. W. Dryfe , Daniele Leonori
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2015-09-28 , DOI: 10.1002/anie.201507641 Jacob Davies , Samuel G. Booth , Stephanie Essafi , Robert A. W. Dryfe , Daniele Leonori
The formation and use of iminyl radicals in novel and divergent hydroimination and iminohydroxylation cyclization reactions has been accomplished through the design of a new class of reactive O‐aryl oximes. Owing to their low reduction potentials, the inexpensive organic dye eosin Y could be used as the photocatalyst of the organocatalytic hydroimination reaction. Furthermore, reaction conditions for a unique iminohydroxylation were identified; visible‐light‐mediated electron transfer from novel electron donor–acceptor complexes of the oximes and Et3N was proposed as a key step of this process.
中文翻译:
可见光介导的氮中心自由基的产生:无金属氢化和亚氨基羟基化环化反应
通过设计一类新型的反应性O-芳基肟实现了亚胺基在新型和不同的加氢和亚氨基羟基化环化反应中的形成和使用。由于它们的低还原电位,廉价的有机染料曙红Y可以用作有机催化加氢反应的光催化剂。此外,还确定了独特的亚氨基羟基化反应的条件。从肟和Et 3 N的新型电子供体-受体复合物中可见光介导的电子转移被认为是该过程的关键步骤。
更新日期:2015-09-28
中文翻译:
可见光介导的氮中心自由基的产生:无金属氢化和亚氨基羟基化环化反应
通过设计一类新型的反应性O-芳基肟实现了亚胺基在新型和不同的加氢和亚氨基羟基化环化反应中的形成和使用。由于它们的低还原电位,廉价的有机染料曙红Y可以用作有机催化加氢反应的光催化剂。此外,还确定了独特的亚氨基羟基化反应的条件。从肟和Et 3 N的新型电子供体-受体复合物中可见光介导的电子转移被认为是该过程的关键步骤。