Tu, Guangliang published the artcileLigand-Promoted Nickel-Catalyzed para-Selective Carboxylation of Anisoles, Application In Synthesis of 91-16-7, the publication is Organic Letters (2022), 24(11), 2155-2159, database is CAplus and MEDLINE.
It has always been a challenge in free radical chem. to control site selectivity during the reaction of free radicals with aromatic rings. Herein, the site-selective carboxylation of anisoles through the direct reaction of the bromoform radical with a benzene ring at the para position under the assistance of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline with nickel(II) as the catalyst is reported. A wide variety of anisoles were compatible, leading to para-carboxylated products in moderate to good yields. A preliminary mechanistic study suggested that the Ni(II) complex coordinates with the methoxyl group of the aromatic ring, which may have increased the steric hindrance at the ortho and meta positions, while this weak interaction reduces the aromaticity of the aromatic ring, affording an activated Ph ring, thereby leading to highly para-selective carboxylation.
Organic Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C7H8BrClFN, Application In Synthesis of 91-16-7.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem