Dehydrogenation, base-induced alcohols

In a base-free medium (dry MeCN), Fe Ch activates HOOH to form a reactive intermediate that oxygenates alkanes, alkenes, and thioethers, and dehydrogenates alcohols and aldehydes. Table 11 summarizes the conversion efficiencies and product distributions for a series of alkene substrates subjected to the Fe Cfi/HOOH/MeCN system. The extent of the Fe Cb-induced monooxygenations is enhanced by higher reaction temperatures and increased concentrations of the reactants (substrate, Fe Cls, and HOOH). For 1-hexene (representative of all of the alkenes), a substantial fraction of the product is the dimer of 1-hexene oxide, a disubstituted dioxane. With other organic substrates (RH), Fe Cb activates HOOH for their monooxygenation the reaction efficiencies and product distributions are summarized in Tables 11(b). In the case of alcohols, ethers, and cyclohexane, a snbstantial fraction of the product is the alkyl chloride, and with aldehydes, for example, PhCHO, the acid chloride represents one-half of the product. In the absence of snbstrate the Fe Cls/MeCN system catalyzes the rapid disproportionation of HOOH to O2 and H2O. 

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