Homogeneous CuCl2/TMEDA/TEMPO-Catalyzed chemoselective base- and halogen- free aerobic oxidation of primary alcohols in mild conditions

• Published in: Applied catalysis. A, General Vol. 623; pp. 118289 - 118294
• Main Authors: Silva, Emmanuel D., Alves, Otávio A.L., Ribeiro, RogérioT, Chagas, Rafael C.R., Villar, José A.F.P., Princival, Jefferson L.
• Format: Journal Article
• Language: English
• Published: AMSTERDAM Elsevier B.V 05.08.2021; Elsevier; Elsevier Science SA
• Subjects: Aerobic oxidation; Alcohols; Aldehydes; Chemistry; Chemistry, Physical; Chemoselective; Copper chloride; Environmental Sciences; Environmental Sciences & Ecology; Homogeneous catalysis; Life Sciences & Biomedicine; Oxidation; Physical Sciences; Science & Technology; Homogeneous catalysis; Aerobic oxidation; Chemoselective; SYSTEM; OXYGEN; CATALYZED SELECTIVE OXIDATION; BENZYLIC ALCOHOLS; COMPLEXES; ALDEHYDES; TEMPO; EFFICIENT; WATER
• ISSN: 0926-860X; 1873-3875
• DOI: 10.1016/j.apcata.2021.118289

[Display omitted] •Chemoselective homogeneous catalyst using air as end-oxidant.•Scalable process loading CuCl2/TMEDA in only (0.01 mol %).•Simple aerobic oxidation of primary alcohols to produce aldehydes in high yields. This article describes the developing of a base- and halogen- free homogeneous system aiming to chemoselectively oxidize allyl, furyl, aryl and heteroaryl primary alcohols. The current easy-to-handle aerobic system uses few amounts of CuCl2/TMEDA/TEMPO system under mild reaction conditions to produce aldehydes in high yields. Moreover, the CuCl2/TMEDA cyclic voltammetry was measured for the first time, disclosing that TMEDA as ligand substantially affects the redox potential (E1/2) of the couple E1/2Cu2+/Cu+ to E1/2Cu2+/Cu+-TMEDA by 454 mV in the redox system.