Generation of N , N -Di(4-bromophenyl)nitrenium Ion under Acidic Conditions: Search for a Nitrenium Dication

Generation of N , N -Di(4-bromophenyl)nitrenium Ion under Acidic Conditions: Search for a Nitrenium Dication
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酸性条件下 N,N-二(4-溴苯基)氮离子的生成:寻找氮双阳离子

DOI:
10.1021/acs.joc.0c00686
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发表时间:
2020
期刊:
The Journal of Organic Chemistry
影响因子:
--
通讯作者:
Falvey, Daniel E.
Falvey, Daniel E.
中科院分区:
--
文献类型:
--
作者:
Zeppuhar, Andrea N.;Falvey, Daniel E.

文献摘要

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通过激光闪光光解实验研究了N,N-二(4-溴苯基)氮鎓离子在酸性水溶液中的行为。一个长寿命的物种的形式,并可以分配为阳离子自由基或双阳离子。这种物质对亲核试剂不反应,对强电子供体反应,与阳离子自由基一致。机制分析表明,它的形成是通过一个单独的途径相比,氮离子,提示三重态机制。
The behavior of theN,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.