A Bottleable Imidazole-Based Radical as a Single Electron Transfer Reagent
A Bottleable Imidazole-Based Radical as a Single Electron Transfer Reagent
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DOI：
10.1021/acs.joc.0c02465
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发表时间：
2021-01-01
影响因子：
3.6
通讯作者：
Mandal, Swadhin K.
中科院分区：
文献类型：
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作者：
Das, Arpan;Ahmed, Jasimuddin;Mandal, Swadhin K.
1,3-双(2,6-二异丙基苯基)-2,4-二苯基-1H-咪唑-3-氯化鎓 (1) 的还原导致形成第一个具有结构特征的咪唑基自由基 2。通过用受体分子四氰乙烯处理，将 2 确立为单电子转移试剂。此外，自由基2在许多有机转化中用作有机电子供体，例如芳基卤化物键的活化、烯烃氢化硅烷化以及CO2催化还原为甲氧基硼烷，所有这些都在环境温度和压力下进行。
Reduction of 1,3-bis(2,6-diisopropylphenyl)-2,4-diphenyl-1H-imidazol-3-ium chloride (1) resulted in the formation of the first structurally characterized imidazole-based radical 2. 2 was established as a single electron transfer reagent by treating it with an acceptor molecule tetracyanoethylene. Moreover, radical 2 was utilized as an organic electron donor in a number of organic transformations such as in activation of an aryl-halide bond, alkene hydrosilylation, and in catalytic reduction of CO2 to methoxyborane, all under ambient temperature and pressure.