Copper-Catalyzed Regioselective C-H Amination of Phenol Derivatives with Assistance of Phenanthroline-Based Bidentate Auxiliary was written by Takamatsu, Kazutaka;Hayashi, Yoshihiro;Kawauchi, Susumu;Hirano, Koji;Miura, Masahiro. And the article was included in ACS Catalysis in 2019.Category: pyridine-derivatives This article mentions the following:
In the presence of copper(II) pivalate, aryloxyphenanthrolines such as I underwent chemoselective and regioselective aerobic oxidative amination with diarylamines such as R2NH (R = Ph, 4-MeC6H4, 4-BrC6H4, 4-IC6H4, 4-PhC6H4, 3-MeC6H4) and secondary arylamines to yield diaminoaryloxyphenanthrolines such as II (R = Ph, 4-MeC6H4, 4-BrC6H4, 4-IC6H4, 4-PhC6H4, 3-MeC6H4). The phenanthroline moiety was cleaved to yield bis(diarylamino)phenols and a phenanthrolinone with KOt-Bu at 125°; the phenanthrolinone was recycled to 2-chloro-1,10-phenanthroline, the reactant for the preparation of the aryloxyphenanthroline reactants. The mechanism of the reaction was studied using deuterium labeling and kinetic isotope effect experiments and DFT calculations of potential reaction mechanisms. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Category: pyridine-derivatives).
2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Category: pyridine-derivatives