Manganese-Catalyzed Synthesis of Imines from Primary Alcohols and (Hetero)Aromatic Amines was written by Raydan, Daniel;Friaes, Sofia;Viduedo, Nuno;Santos, A. Sofia;Gomes, Clara S. B.;Royo, Beatriz;Marques, M. Manuel B.. And the article was included in Synlett in 2022.Reference of 105-13-5 This article mentions the following:
Herein, the synthesis of a wide variety of imines through oxidative coupling of alcs. and aromatic amines catalyzed by Mn complexes bearing NN triazole ligands was described. A wide variety of imines in excellent yields (up to 99%) was prepared Mn-based catalysts proved to be highly efficient and versatile, allowing for the first time the preparation of several imines containing N-based heterocycles. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Reference of 105-13-5).
(4-Methoxyphenyl)methanol (cas: 105-13-5) 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. 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).Reference of 105-13-5
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem