Hydrogen Peroxide

Switchable Alkene Epoxidation/Oxidative Cleavage with H2O2/NaHCO3: Efficient Heterogeneous Catalysis Derived from Biosourced Eco-Mn

“…The employment of hydrogen peroxide as terminal oxidant for olefin epoxidation is a promising ecofriendly alternative because this reagent is cheap, readily available, safe at usual concentrations (typically ≤30 wt %), and produces only water as byproduct. , However, the reactivity and selectivity of hydrogen peroxide used alone are limited; therefore, additives and catalysts are needed in order to form more reactive intermediate species. Several catalytic systems have been developed, many of which involve transition metals. − Owing to the depletion of metal resources, new catalysts are required that are inexpensive and that are not based on increasingly scarce metals. , Efforts have been made to develop efficient epoxidation catalysts based on Fe and Ti. − Mn is also a good candidate because it is the third most abundant transition metal in the Earth’s crust and is considered to be nontoxic. , Mn is involved in several biological oxidations, which have inspired the conception of biomimetic oxidation catalysts such as porphyrin–Mn, salen–Mn, phthalocyanin–Mn, and triazamacrocycle–Mn. , In spite of the efficiency of these catalysts, their preparation is often difficult and low-yielding.…”

Synthetic utility of metal catalyzed hydrogen peroxide oxidation of C-H, C-C and C=C bonds in alkanes, arenes and alkenes: Recent advances

“…This catalytic system provides an alternative to the industrial ozonolysis of oleic acid and to catalytic Ru-and Os-based systems for the oxidative cleavage of unsaturated fatty acids and esters. 225 O O ( ) 7 ( ) 6 For the one-pot oxidative cleavage of internal alkenes to aldehydes, the nonheme iron complex [Fe(OTf) 2 (mix-bpbp)] (bpbp=N,N'-bis(2-picolyl)-2,2'-bipyrrolidine) was used as catalyst. 226 A green synthesis of adipic acid, in 82% yield, from cyclohexene oxidized by H 2 O 2 -silicotungstic acid under ultrasonication was reported.…”

“…Hydrogen peroxide by itself is only moderately reactive towards most organic substrates, and in some reactions with electrophiles it reacts as a nucleophile rather than an oxidant. [1][2][3][4][5][6] The most common oxidation catalysts contain a transition metal that activates hydrogen peroxide for the oxyfunctionalization of the organic substrate. The broad spectrum of applications of metal catalysts for hydrogen peroxide oxidation have been reviewed elsewhere e.g.…”

One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide

“…23,24 Oxidation with H 2 O 2 is useful for the synthesis of pharmaceuticals and agrochemicals, which requires high chemical purity. 24,25 The problem with hydrogen peroxide is that it reacts slowly with organic compounds and must be activated. There are many reports of the hydrogen peroxide based oxidation of suldes to corresponding sulfoxides under appropriate activation conditions (nucleophilic, electrophilic and radical activation) using transition metal or organic catalyst, 23,[26][27][28] while H 2 O 2 was also activated with uorinated alcohols 29 (Scheme 1).…”