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Facile open air oxidation of benzylic alcohols in distilled water by in situ made copper(II) complexes
- Source :
-
Applied Catalysis A: General . Dec2012, Vol. 449, p153-162. 10p. - Publication Year :
- 2012
-
Abstract
- Abstract: A highly efficient, selective and green catalytic protocol for open air oxidation of primary benzylic alcohols into aldehydes by in situ made N-isopropyl-3,5-di-tert-butylsalicylaldimine (HL3)–Cu(II) complexes and TEMPO (2,2,6,6-tetramethyl-piperidinyloxyl radical) is introduced herein. Distilled water as a solvent the reaction proceeds at 80°C temperature without any auxiliarities such as base and/or co-solvent. For example, benzyl alcohol is quantitatively and selectively oxidized to benzaldehyde within a few hours under optimized reaction conditions [80°C, open air, 0.3mol% CuBr2, 2mol% HL3, 3mol% TEMPO and 5mL of distilled water]. Under anaerobic conditions, the catalyst decomposes to a free ligand and Cu2O nanoparticles (diameter >50nm) via anticipated Cu(I)-hydroxo complex. On the basis of these observations and deuteration studies, a plausible reaction mechanism is proposed for the catalytic system. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 0926860X
- Volume :
- 449
- Database :
- Academic Search Index
- Journal :
- Applied Catalysis A: General
- Publication Type :
- Academic Journal
- Accession number :
- 83930493
- Full Text :
- https://doi.org/10.1016/j.apcata.2012.09.019