Ligand-Enabled Regioselectivity in the Oxidative Cross-coupling of Arenes with Toluenes and Cycloalkanes Using Ruthenium Catalysts: Tuning the Site-Selectivity from the ortho to meta Positions
journal contributionposted on 10.05.2017, 00:00 by Guobao Li, Dongze Li, Jingyu Zhang, Da-Qing Shi, Yingsheng Zhao
Any type of content formally published in an academic journal, usually following a peer-review process.
A Ru-catalyzed 1,1′-binaphthyl-2,2′-diylhydrogen phosphate (BNDHP)-enabled meta C–H benzylation under the assistance of ferrocene using less sterically hindered toluene derivatives as the coupling partners has been developed. Various arenes bearing pyridyl, pyridmidyl, and pyrazolyl directing groups can be selectively coupled with toluenes at the meta positions in moderate to good yield. A mechanistic study clearly showed the site selectivity at the ortho or meta position is completely controlled by the ligand of BNDHP and the catalyst precursor.