Reductive Phosphine-Mediated Ligation of Nitroxyl (HNO)
Reductive Phosphine-Mediated Ligation of Nitroxyl (HNO)
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DOI：
10.1021/ol900914s
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发表时间：
2009-07-02
期刊：
影响因子：
5.2
通讯作者：
King, S. Bruce
中科院分区：
文献类型：
--
作者：
Reisz, Julie A.;Klorig, Erika B.;King, S. Bruce
与一氧化氮（NO）相比，硝基（HNO）具有独特的化学和生物学特征。磷核磁共振研究表明，HNO与三芳基膦反应生成相应的氧化膦和氮杂基酰化物。在合适位置的亲电酯存在的情况下，偶氮基内酯通过Staudinger连接生成酰胺，其中氮原子由HNO衍生。这些结果定义了新的HNO反应性，为新的HNO检测方法提供了依据。
Nitroxyl (HNO) demonstrates a unique chemical and biological profile compared to nitric oxide (NO). Phosphorus NMR studies reveal that HNO reacts with triarylphosphines to give the corresponding phosphine oxide and aza-ylide. In the presence of a properly situated electrophilic ester, the aza-ylide undergoes a Staudinger ligation to yield an amide with the nitrogen atom being derived from HNO. These results define new HNO reactivity and provide the basis of new HNO detection methods.