Aerobic and biomimetic activation of C-H bonds of phenols catalyzed by copper-amine complexes

¹ Université de Bechar, Faculté des Sciences et Technologies, BP 417, 08000 Bechar, Algeria
² Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN et Université de Caen Normandie, 14050 Caen, France
³ Laboratoire de Catalyse Et Synthèse en Chimie Organique, Faculté des Sciences, Université de Tlemcen, BP 119, 13000, Tlemcen, Algeria

Academic Editor: Julio A. Seijas

Published: 14 November 2021 by MDPI in The 25th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-25-11710 (registering DOI)

Abstract:

Various copper complexes were prepared (CuCl(phen), CuCl(bipy), CuCl(neocu), CuCl(BPA), [CuCl(OH)(tmeda)]₂) and tested in aerobic room temperature oxidation of p-cresol. The complexe [CuCl(OH)(tmeda)]₂ was found to be the more efficient and was used in o,o and p,p coupling of various phenols and in the formation of quinones under aerobic conditions. The dimerisation of substituted naphthols was also studied.

This C-H activation with formation of one C-C bond and one harmless molecule of water with air as oxidant at room temperature represents a biomimetic model of enzyme Laccase.

Keywords: green chemistry; aerobic oxidation; C-H activation; Cu complexe; phenols;

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