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Access to the meta position of arenes through transition metal catalysed C–H bond functionalisation: a focus on metals other than palladium
Chemical Society Reviews ( IF 40.4 ) Pub Date : 2017-10-26 00:00:00 , DOI: 10.1039/c7cs00637c
Madalina T. Mihai 1, 2, 3, 4 , Georgi R. Genov 1, 2, 3, 4 , Robert J. Phipps 1, 2, 3, 4
Affiliation  

The elaboration of simple arenes in order to access more complex substitution patterns is a crucial endeavor for synthetic chemists, given the central role that aromatic rings play in all manner of important molecules. Classical methods are now routinely used alongside stoichiometric organometallic approaches and, most recently, transition metal catalysis in the range of methodologies that are available to elaborate arene C–H bonds. Regioselectivity is an important consideration when selecting a method and, of all those available, it is arguably those that target the meta position that are fewest in number. The rapid development of transition metal-catalysed C–H bond functionalisation over the last few decades has opened new possibilities for meta-selective C–H functionalisation through the diverse reactivity of transition metals and their compatibility with a wide range of directing groups. The pace of discovery of such processes has grown rapidly in the last five years in particular and it is the purpose of this review to examine these but in doing so to place the focus on metals other than palladium, the specific contributions of which have been very recently reviewed elsewhere. It is hoped this will serve to highlight to the reader the breadth of current strategies and mechanisms that have been used to tackle this challenge, which may inspire further progress in the field.

中文翻译:

通过过渡金属催化的C–H键官能化作用 进入芳烃的位:重点关注钯以外的金属

考虑到芳环在所有重要分子中的重要作用,对简单的芳烃进行精细修饰以获取更复杂的取代模式是合成化学家的关键工作。现在,经典方法通常与化学计量有机金属方法一起使用,最近,过渡金属催化也可用于精制芳烃CH键的方法范围内。在选择方法时,区域选择性是一个重要的考虑因素,在所有可用方法中,可以说是靶向位置的方法中数量最少的方法。过渡金属催化的C-H键功能化在过去的几十年的快速发展开辟了新的可能性通过过渡金属的多种反应性及其与广泛的导向基团的相容性,实现选择性C–H官能化。特别是在最近五年中,发现此类过程的速度迅速提高,本次审查的目的是对这些过程进行检查,但这样做的目的是将重点放在除钯之外的其他金属上,这些金属的具体贡献非常大。最近在其他地方进行了评论。希望这将有助于向读者突出显示用于应对这一挑战的当前策略和机制的广度,这可能会激发该领域的进一步发展。
更新日期:2017-10-26
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