Isomerization-Induced Multiple Reaction Pathways in Platinum-Catalyzed C-H Acylation Reaction of 2-Aryloxypyridines was written by Barham, Alexander;Neu, Justin;Canter, Cathleen L.;Pike, Robert D.;Li, Yumin;Huo, Shouquan. And the article was included in Organometallics in 2021.Quality Control of 2-Phenoxypyridine This article mentions the following:
In Pt-catalyzed C-H acylation of 2-(2-methylphenoxy)pyridine (L1) with Et chlorooxoacetate to produce Et 2-(3-methyl-2-(pyridin-2-yloxy))phenyl-2-oxoacetate (L2), possible reaction steps involved in the catalytic cycle were studied, which include the ligand exchange of precatalysts cis- and trans-Pt(PhCN)2Cl2 with L1, the intramol. C-H activation (cyclometalation) of cis- and trans-Pt(L1)2Cl2 (1), and the acylation of the trans-cyclometalated Pt complex (trans-2) formed from the C-H activation reaction. The cis coordination compounds including the intermediate Pt complexes showed much higher reactivity toward the ligand exchange and the C-H activation than their trans isomers. Consequently, the cis isomers exhibit higher catalytic activity in the C-H acylation reaction. Although the C-H activation of cis- and trans-Pt(L1)2Cl2 produces trans-2, the cis isomer (cis-2) is very likely formed in the C-H activation of cis-Pt(L1)2Cl2 but undergoes isomerization to the more stable trans-2. Probably the fast reaction pathway via all cis-Pt complexes may be responsible for the efficient catalytic reaction, but isomerization of cis-2 to trans-2 could be highly competitive. The acylation of the trans-cycloplatinated complex produces both cis- and trans-Pt complexes Pt(L1)(L2)Cl2. The regaining of the cis-Pt complex revives the catalytic cycle. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Quality Control of 2-Phenoxypyridine).
2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of â?8.7 à 10â? cm3·molâ?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·molâ? in the liquid phase and 140.4 kJ·molâ? in the gas phase. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Quality Control of 2-Phenoxypyridine