Copper-Mediated Selective Oxidation of a CH Bond

• Published in: Angewandte Chemie International Edition Vol. 44; no. 23; pp. 3585 - 3587
• Main Authors: Boldron, Christophe, Gamez, Patrick, Tooke, Duncan M., Spek, Anthony L., Reedijk, Jan
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 06.06.2005; WILEY‐VCH Verlag; Wiley
• Subjects: biomimetic synthesis; Carbon - chemistry; Chemistry; Chemistry, Multidisciplinary; copper; Copper - chemistry; CH activation; homogeneous catalysis; Hydrogen - chemistry; Hydrogen Bonding; oxidation; Oxidation-Reduction; Physical Sciences; Science & Technology; SYSTEM; COMPLEX CATALYST; DIOXYGEN; C-H activation; homogeneous catalysis; PHENOLS; oxidation; copper; 2,4,6-TRIMETHYLPHENOL; biomimetic synthesis; MOLECULAR-OXYGEN

An environmentally friendly procedure has been developed for the oxidation of 2,4,6‐trimethylphenol (TMP) at the para C sp 3–H bond. Upon reaction with H2O2 in the presence of catalytic amounts of CuII and neocuproine in methanol at 65 °C, 4‐(methoxymethyl)‐2,6‐dimethylphenol (MDP) or 4‐hydroxy‐3,5‐...