Copper(II) and cobalt(II) tetrazole-saccharinate complexes as effective catalysts for oxidation of secondary alcohols

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 tert-butyl...

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Detalhes bibliográficos
Autor principal: Frija, Luís (author)
Outros Autores: Alegria, Elisabete (author), Sutradhar, Manas (author), Cristiano, Maria De Lurdes (author), Ismael, Amin (author), Kopylovich, Maximilian (author), Pombeiro, Armando (author)
Formato: article
Idioma:eng
Publicado em: 2017
Assuntos:
Texto completo:http://hdl.handle.net/10400.21/6733
País:Portugal
Oai:oai:repositorio.ipl.pt:10400.21/6733
Descrição
Resumo: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 tert-butyl 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 × 102 and TOFs up to 1.1 × 104 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.