Yu Zhunzhun, Li Yongfeng, Zhang Peichao, Liu Lu, Zhang Junliang
Shanghai Key Laboratory of Green Chemistry and Chemical Processes , School of Chemistry and Molecular Engineering , East China Normal University , 3663 N. Zhongshan Road , Shanghai 200062 , China . Email:
Chem Sci. 2019 May 27;10(26):6553-6559. doi: 10.1039/c9sc01657k. eCollection 2019 Jul 14.
Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C-H bond functionalization of unprotected naphthols with α-aryl-α-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal complexes and hydroxy groups. The preliminary mechanism revealed that the interaction between the hydroxy group and gold catalyst plays a key role in switching the site-selectivity of gold-carbene. This protocol potentially provides a novel design for C-H bond functionalization.
在此，开发了一种前所未有的配体和抗衡阴离子控制且位点选择性可切换的直接C-H键官能团化反应，该反应使用α-芳基-α-重氮酯对未保护的萘酚进行官能团化。在这种转化中，通过开启或关闭金属配合物与羟基之间的配位来实现位点选择性。初步机理表明，羟基与金催化剂之间的相互作用在切换金卡宾的位点选择性方面起着关键作用。该方法可能为C-H键官能团化提供一种新的设计。
