Air-stable trialkylphosphonium salts: Simple, practical, and versatile replacements for air-sensitive trialkylphosphines. Applications in stoichiometric and catalytic processes
Air-stable trialkylphosphonium salts: Simple, practical, and versatile replacements for air-sensitive trialkylphosphines. Applications in stoichiometric and catalytic processes
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DOI：
10.1021/ol016971g
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发表时间：
2001-12-27
期刊：
影响因子：
5.2
通讯作者：
Fu, GC
中科院分区：
文献类型：
--
作者：
Netherton, MR;Fu, GC
[图表]三烷基膦在一系列转化中提供不寻常的，有时是独特的反应性。不幸的是，它们的实用性受到它们对氧化的敏感性的影响。我们已经研究了一种简单但强大的策略来解决这个问题：通过磷上的质子化将空气敏感的三烷基膦转化为空气稳定的鏻盐。这些坚固的盐在多种应用中用作相应膦的直接替代物（在反应条件下通过布朗斯台德碱的简单去质子化释放三烷基膦）。
[GRAPHICS]Trialkylphosphines furnish unusual, sometimes unique, reactivity in a range of transformations. Unfortunately, their utility is compromised by their sensitivity to oxidation, We have examined a simple but powerful strategy for addressing this problem: convert air-sensitive trialkylphosphines into air-stable phosphonium salts via protonation on phosphorus. These robust salts serve as direct replacements for the corresponding phosphines (simple deprotonation under the reaction conditions by a Bronsted base liberates the trialkylphosphine) in a diverse set of applications.