Zhu, Yongbao; Cameron, Beth R.; Skerlj, Renato T. published an article in Journal of Organometallic Chemistry. The title of the article was 《Cycloauration of substituted 2-phenoxypyridine derivatives and X-ray crystal structure of gold, dichloro[2-[[5-[(cyclopentylamino)carbonyl]-2-pyridinyl-κN]oxy]phenyl-κC]-, (SP-4-3)-》.Recommanded Product: 6-Phenoxynicotinonitrile The author mentioned the following in the article:
Direct cycloauration of 2-phenoxypyridines with different substituents at the 5-position of the pyridine ring was carried out in an CH3CN/H2O medium, leading to isolation of cycloaurated compounds AuCl2(L) (HL = substituted 2-phenoxypyridine ligand) with alkyl, substituted alkyl, Ph, halo, ester, and amido groups. Preparation of cycloaurated compounds involved formation of an intermediate AuCl3(HL) via coordination reaction between the pyridine ligand and NaAuCl4 at room temperature and subsequent formation of the Au-C bond at elevated temperature in an CH3CN/H2O medium. The presence of a bulky lipophilic group decreased the yield of cycloaurated compounds and favored decomposition of the reaction species to Au(0). No coordination reaction was observed for ligands with a strong electron-withdrawing substituent (nitro or nitrile) in the pyridine ring. The ligand having the electron-donating dimethylamino group was oxidized by NaAuCl4 at room temperature The presence of a thienyl or an acetyl group allowed the isolation of the intermediate AuCl3(HL), but had an adverse effect on the subsequent cycloauration. The result of direct cycloauration of methyl-substituted 2-phenoxypyridine ligands indicated that the presence of a Me group at the 6-position in the pyridine ring closest to the Au-N(py) bond resulted in poor cycloauration and a decrease in compound stability. The X-ray crystal structure of cycloaurated compound AuCl2L (L = [2-[[5-[(cyclopentylamino)carbonyl]-2-pyridinyl-κN]oxy]phenyl-κC]) 1 was determined, depicting a four-coordinate Au atom located in the center of a slightly distorted square. The results came from multiple reactions, including the reaction of 6-Phenoxynicotinonitrile(cas: 99902-72-4Recommanded Product: 6-Phenoxynicotinonitrile)
6-Phenoxynicotinonitrile(cas: 99902-72-4) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Recommanded Product: 6-Phenoxynicotinonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts