Selective oxidation of alcohols to aldehydes by hydrogen peroxide using hexamolybdochromate(III) as catalyst

Abstract

Anderson type hexamolybdochromate(III) was utilized as a catalyst for facile conversion of various aliphatic, benzylic and heterocyclic alcohols to corresponding aldehydes and ketones in good yields. The reaction was carried out in 50% aq. acetonitrile using hydrogen peroxide as the oxidant at 50°C. The reaction was found to involve oxidation of the catalyst to its active Cr(V) intermediate by hydrogen peroxide.

Oxidation and Reduction

“…Conformation of the substrate and the product monoxide was closely connected with the control of stereoselectivity. 252 254 For H 2 O 2 oxidation of 1-phenylethanol to acetophenone in MeCN using [LMn(O) 3 MnL](PF 6 ) 2 (L = 1,4,7-trimethyl-1,4,7-triazacyclononane) as the catalyst and oxalic acid as a co-catalyst, it has been suggested that a manganyl particle containing the Mn=O fragment interacts competitively with H 2 O 2 . 255 The Pd(MeCN) 2 Cl 2 -catalysed Baeyer-Villiger oxidation of prochiral 3-substituted cyclobutanones to enantioenriched γ -lactones in yields up to 99% and 81% ee has been achieved using H 2 O 2 in THF in the presence of AgSbF 6 Aryl olefins were cleaved in good to excellent yield regardless of arene electronics whereas di-and tri-substituted alkyl olefins cleaved in moderate to good yield.…”

Activated charcoal: a highly efficient promoter for selective oxidation of alcohols to aldehydes and ketones by K2S2O8 at solvent-free conditions

“…The selective oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones is an important and pivotal reaction in organic synthesis [1][2][3][4] 25 , air/ruthenium cluster 26 , air/copper−bisisoquinoline 27 , air/ruthenium/TEMPO 28 , and polymer−bound Co−oxidants in the presence of TEMPO catalyst 29 are some of the oxidants which have been utilized for such transformation. However, most of the mentioned protocols suffer from several drawbacks in terms of harsh reaction conditions, use of expensive volatile organic solvents, high cost, instability, high toxicity and operational difficulty.…”

Zirconium(IV) tungstate nanoparticles prepared through chemical co-precipitation method and its function as solid acid catalyst

“…These oxidations require an efficient catalyst (Jamwal et al 2011;Mardur and Gokavi 2010). Oxidation of benzyl alcohol using supported palladium, heteropolyacid and Ni-Al-hydrotalcite catalysts with molecular oxygen or aqueous H 2 O 2 as the oxidant has been reported (Choudhary et al 2004).…”