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Generation of N,N-Di(4-bromophenyl)nitrenium Ion under Acidic Conditions: Search for a Nitrenium Dication.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-06-26 , DOI: 10.1021/acs.joc.0c00686
Andrea N Zeppuhar 1 , Daniel E Falvey 1
Affiliation  

The behavior of the N,N-di(4-bromophenyl)nitrenium ion under acidic aqueous conditions was examined via laser flash photolysis experiments. A long-lived species forms and can be assigned as the cation radical or the dication. This species is unreactive toward nucleophiles and reactive toward strong electron donors, consistent with a cation radical. Mechanistic analysis indicates that its formation is through a separate pathway compared to that of the nitrenium ion, suggestive of a triplet mechanism.

中文翻译:

在酸性条件下生成N,N-二(4-溴苯基)氮离子:寻找一个硝基阳离子。

通过激光闪光光解实验检查了NN-二(4-溴苯基)氮离子在酸性水溶液条件下的行为。形成长寿命的物种,可以将其指定为阳离子自由基或指示剂。该物质对亲核试剂无反应,对强电子给体有反应,与阳离子自由基一致。机理分析表明,与the离子相比,它的形成是通过单独的途径进行的,这表明存在三重态机理。
更新日期:2020-07-17
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