Journal
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume 425, Issue -, Pages 283-290Publisher
ELSEVIER
DOI: 10.1016/j.molcata.2016.10.023
Keywords
Cu(II) and Co(II) catalysts; Tetrazole-saccharinate ligands; Secondary alcohols; Alcohol oxidation; Microwave irradiation
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Funding
- Foundation for Science and Technology (FCT), Portugal [UID/QUI/00100/2013, IF/01270/2013/CP1163/CT0007]
- FCT [SFRH/BPD/99851/2014]
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Mononuclear Cu(II) and Co(II) complexes comprising 2-methyltetrazole-saccharinate bidentate N,N-chelating ligand have been synthesized for the first time and tested as homogeneous catalysts for oxidation of secondary alcohols in a solvent-free and microwave assisted protocol using aqueous tertbutyl hydroperoxide (TBHP) as oxidant. The developed catalytic system exhibits broad functional group compatibility, allowing efficient and selective conversion of a variety of secondary alcohols, including allylic ones, into the corresponding ketones. With typical 0.2 mol% content of the catalyst and under 20-50 W microwave irradiation, most reactions are complete within 10 min, presenting TONs up to 5.5 x 10(2) and TOFs up to 1.1 x 10(4)h(-1). No additives and co-oxidants have been used, while TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxyl) acts as inhibitor in most cases. A plausible reaction mechanism involving the new catalytic systems is outlined. (C) 2016 Elsevier B.V. All rights reserved.
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