A Meta-Selective Copper-Catalyzed C-H Bond Arylation was written by Phipps, Robert J.;Gaunt, Matthew J.. And the article was included in Science (Washington, DC, United States) in 2009.Electric Literature of C12H17NO2 This article mentions the following:
For over a century, chem. transformations of benzene derivatives were guided by the high selectivity for electrophilic attack at the ortho/para positions in electron-rich substrates and at the meta position in electron-deficient mols. The authors have developed a copper-catalyzed arylation reaction that, in contrast, selectively substitutes Ph electrophiles at the aromatic carbon-hydrogen sites meta to an amido substituent. This previously elusive class of transformation is applicable to a broad range of aromatic compounds In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Electric Literature of C12H17NO2).
N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Electric Literature of C12H17NO2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem