Oxidative Coupling of Alcohols and Amines Using Functionalized Cu(II) 2‑Quinoxolinol Salen Catalysts
Xiaoyu Huo1, Raymond Hicks1, Ansh Chugh1
1Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79415, United States.
None:
Cu-(II) complexes bearing 2-quinoxolinol salen ligands have been prepared and studied for direct imine formation by oxidative coupling between alcohols and amines, with tert-butyl hydroperoxide (TBHP) as an oxidant under mild conditions. Various aromatic alcohols are coupled to anilines and benzylamines to form the corresponding imines in good-to-excellent yields. Notably, the water formed was the principal byproduct in 2 steps. This is a greener and more powerful approach as alcohols are readily accessible materials, enabling the synthesis of a diverse range of imine products.
Related Concept Videos
Oxidation of Alcohols
The process of oxidation in a chemical reaction is observed in any of the three forms:
Radical Oxidation of Allylic and Benzylic Alcohols
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Preparation of Aldehydes and Ketones from Alcohols, Alkenes, and Alkynes
Oxidative Cleavage of Alkenes: Ozonolysis
Ozone is a symmetrical bent molecule stabilized by a resonance structure.


