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首页> 外文期刊>Chemistry: A European journal >Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation
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Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation

机译：通过碱引发的重氮催化催化催化氧化锆，炔烃和联烯活化

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摘要

The discovery of photoassisted diazonium activation toward gold(I) oxidation greatly extended the scope of gold redox catalysis by avoiding the use of a strong oxidant. Some practical issues that limit the application of this new type of chemistry are the relative low efficiency (long reaction time and low conversion) and the strict reaction condition control that is necessary (degassing and inert reaction environment). Herein, an alternative photofree condition has been developed through Lewis base induced diazonium activation. With this method, an unreactive AuI catalyst was used in combination with Na_2CO_3 and diazonium salts to produce a Au~(III) intermediate. The efficient activation of various substrates, including alkyne, alkene and allene was achieved, followed by rapid Au~(III) reductive elimination, which yielded the C-C coupling products with good to excellent yields. Relative to the previously reported photoactivation method, our approach offered greater efficiency and versatility through faster reaction rates and broader reaction scope. Challenging substrates such as electron rich/neutral allenes, which could not be activated under the photoinitiation conditions (<5% yield), could be activated to subsequently yield the desired coupling products in good to excellent yield.
机译：通过避免使用强氧化剂，对金（I）氧化的光学涂布性重氮激活的发现大大延长了金氧化还原催化的范围。限制这种新型化学应用的一些实际问题是相对低的效率（长反应时间和低转化率），以及必要的严格反应条件控制（脱气和惰性反应环境）。这里，通过Lewis碱诱导的重氮激活开发了一种替代的光反射条件。通过这种方法，不反应的AUI催化剂与Na_2CO_3和重氮盐组合使用以产生Au〜（III）中间体。实现了各种基材的有效活化，包括炔烃，烯烃和苯烯，然后进行快速Au〜（III）还原消除，其产生C-C偶联产物，良好至优异的产率。相对于先前报道的光活化方法，我们的方法通过更快的反应率和更广泛的反应范围提供更高的效率和多功能性。可以激活在光引发条件下（<5％收率<5％<5％）在光引发条件下（<5％产率）激活的挑战性底物，随后将所需的偶联产物良好地产生优异的产率。

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