Alkyliodines in High Oxidation State: Enhanced Synthetic Possibilities and Accelerated Catalyst Turn-Over

Alkyliodines in High Oxidation State: Enhanced Synthetic Possibilities and Accelerated Catalyst Turn-Over
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DOI:
10.1002/chem.201902687
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发表时间:
2019-08-29
影响因子:
4.3
通讯作者:
Muniz, Kilian
Muniz, Kilian
中科院分区:
化学2区
文献类型:
--
作者:
Bosnidou, Alexandra E.;Muniz, Kilian

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与芳烷吡啶(III)化合物相比,在现代合成中,芳烷吡啶(III)化合物已成熟为一类特别有吸引力的氧化剂,相关的烷基吡啶(III)衍生物的合成潜力仍然被广泛低估。这是令人惊讶的,因为几种独特的合成可能性直接来自于它们中心碳碘键的低稳定性。在这方面,这些高氧化态的碘化合物类似于从钯、镍和铜中提取的重要金属化合物的无害环境变体。这篇概念文章总结了烷基烷(III)化学的一般反应性趋势,并讨论了它们在有机合成和均相催化中作为高活性、瞬态物质的战略性应用。
In contrast to aryliodine(III) compounds, which have matured into a particularly attractive class of oxidants in modern synthesis, the synthetic potential of related alkyliodine(III) derivatives has remained widely underestimated. This is surprising since several unique synthetic possibilities arise directly from the low stability of their central carbon-iodine bond. In this respect, these high-oxidation-state iodine compounds resemble environmentally benign variants of the prominent metal counterparts such as those derived from palladium, nickel and copper. This Concept article summarizes the general reactivity trends in alkyliodine(III) chemistry and discusses selected examples of their strategic use as highly reactive, transient species in organic synthesis and homogeneous catalysis.