Hydroperoxidation of alkanes with hydrogen peroxide catalyzed by aluminium nitrate in acetonitrile

Autor(es)

Mandelli‚ D. ; Chiacchio‚ K.C. ; Kozlov‚ Y.N. ; Shul’pin‚ G.B.

• Tipo de documento: Artigo Científico
• Fonte: Tetrahedron Letters; v. 49, n. 47, p. 6693-6697, 2008.

Resumo

The first example of alkane oxygenation with hydrogen peroxide catalyzed by a non-transition metal derivative (aluminium) is reported. Heating (70 degrees C) a solution of an alkane, RH, hydrogen peroxide (70% aqueous) and a catalytic amount of Al(NO3)(3)center dot 9H(2)O in air for a few hours afforded the corresponding alkyl hydroperoxide, ROOH. With cyclooctane, the hydroperoxide yield attained 31% and the maximum turnover, number was 150. It is proposed on the basis of measurements of the selectivity parameters for the oxidation of linear and branched alkanes and a kinetic study that the oxidation occurs with the participation of hydroxyl radicals. (C) 2008 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 06/03984-8 - Georgiy Borisovich Shul'pin | Russian Academy of Sciences - Rússia
• Beneficiário: Dalmo Mandelli
• Modalidade de apoio: Auxílio à Pesquisa - Pesquisador Visitante - Internacional
• Processo FAPESP: 05/51579-2 - Oxidação de alcanos em condições brandas catalisada por Mn(IV)-TMTACN-ácido oxálico-H2O2
• Beneficiário: Marianne Garroux Matthes
• Modalidade de apoio: Bolsas no Brasil - Iniciação Científica
• Processo FAPESP: 06/03996-6 - Oxidação de compostos orgânicos incluindo produtos naturais catalisada por complexos de metais de transição: Mn, Os e Cu
• Beneficiário: Dalmo Mandelli
• Modalidade de apoio: Auxílio à Pesquisa - Regular