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Strategic Approach on N‐Oxides in Gold Catalysis – A Case Study
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-10-11 , DOI: 10.1002/adsc.201801007
Jasmin Schießl 1 , Philipp M. Stein 1 , Judith Stirn 1 , Kirsten Emler 1 , Matthias Rudolph 1 , Frank Rominger 1 , A. Stephen K. Hashmi 1
Affiliation  

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by‐products if N‐oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N‐oxides has been made regardless of their commercial availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N‐oxides which have to be taken into account in further oxidative gold(I)‐catalyzed reactions.

中文翻译:

金催化中氮氧化物的策略性方法-一个案例研究

对(氧化)金催化的选定关键反应的广泛动力学研究集中在催化活性的降低,这是由于吡啶衍生物引起的金(I)催化剂的抑制,如果使用N氧化物作为副产物获得的吡啶衍生物氧气供体。不管它们的市售性如何,都已对受检吡啶衍生物及其相应的N-氧化物进行了选择。特别注意的是迄今为止在大多数反应筛选中都被忽略的实际益处。用GC和1监测测试反应1 H NMR光谱。所接收的反应常数提供了关于杂环的电子结构与催化活性之间的相关性的信息。根据收集的动力学数据,有可能开发出一套基本的三种N氧化物,这些氧化物必须在进一步的氧化金(I)催化反应中加以考虑。
更新日期:2018-10-11
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