Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, United Kingdom.
J Am Chem Soc. 2016 Oct 5;138(39):12759-12762. doi: 10.1021/jacs.6b08164. Epub 2016 Sep 21.
The use of noncovalent interactions to direct transition-metal catalysis is a potentially powerful yet relatively underexplored strategy, with most investigations thus far focusing on using hydrogen bonds as the controlling element. We have developed an ion pair-directed approach to controlling regioselectivity in the iridium-catalyzed borylation of two classes of aromatic quaternary ammonium salts, leading to versatile meta-borylated products. By examining a range of substituted substrates, this provides complex, functionalized aromatic scaffolds amenable to rapid diversification and more broadly demonstrates the viability of ion-pairing for control of regiochemistry in transition-metal catalysis.
利用非共价相互作用来指导过渡金属催化是一种潜在的强大但相对未被充分探索的策略，迄今为止，大多数研究都集中在使用氢键作为控制元件。我们开发了一种离子对导向方法来控制铱催化的两类芳基季铵盐的硼化反应的区域选择性，得到了多功能的间位硼化产物。通过考察一系列取代的底物，该方法提供了复杂的、功能化的芳基支架，可快速多样化，并更广泛地证明了离子对在控制过渡金属催化中的区域化学中的可行性。
