136156-72-4

Upstream product

• 447-53-0 1,2-Dihydronaphthalene 

Downstream Products

• 132335-14-9 2-Phenylnaphthalene-1,2'-dicarboxaldehyde 
• 218-01-9 chrysene 
• 269066-75-3 2-bromo-1-naphthaldehyde 

Relevant academic research and scientific papers

Biomimetic hydrocarbon oxidation catalyzed by nonheme iron(III) complexes with peracids: Evidence for an Fev=O species

Mononuclear nonheme iron-(III) complexes of tetradentate ligands containing two deprotonated amide moieties, [Fe(Me2bpb)Cl(H2O)] (3a) and [Fe(bpc)Cl(H2O)] (4a), were prepared by substitution reactions involving the previously synthesized iron(III) complexes [Et3NH] [Fe(Me2bpb)Cl2] (3) and [Et3NH][Fe(bpc)Cl 2] (4). Complexes 3 a and 4 a were characterized by IR and elemental analysis, and complex 3 a also by X-ray crystallography. Nonheme iron(III) complexes 3, 3a, 4, and 4 a catalyze olefin epoxidation and alcohol oxidation on treatment with mchloroperbenzoic acid. Pairwise comparisons of the reactivity of these complexes revealed that the nature of the axial ligand (Cl- versus H2O) influences the yield of oxidation products, whereas an electronic change in the supporting chelate ligand has little effect. Hydrocarbon oxidation by these catalysts was proposed to involve an iron(V) oxo species which is formed on heterolytic O-O bond cleavage of an iron acylperoxo intermediate (FeOO-C(O)R). Evidence for this iron(V) oxo species was derived from KIE (kH/kD) values, H218O exchange experiments, and the use of peroxyphenylacetic acid (PPAA) as the peracid. Our results suggest that an Fev=O moiety can form in a system wherein the supporting chelate ligand comprises a mixture of neutral and anionic nitrogen donors. This work is relevant to the chemistry of mononuclear nonheme iron enzymes that are proposed to oxidize organic substrates via reaction pathways involving high-valent iron oxo species.

Enzymatic allylic oxidations with a lyophilisate of the edible fungus Pleurotus sapidus

Allylic oxidations belong to the most attractive synthetic transformations because they convert readily available and cheap starting materials into value-added products. In this study, we describe oxidative conversions of terpenoids and a number of related cycloalkenes with a lyophilisate of the edible fungus Pleurotus sapidus. The biocatalytic protocol is simple and the biocatalyst is readily available. The conversions of various cycloalkenes proceed cleanly in most cases to the corresponding enones. The substrate scope is remarkable and includes a number of mono- and sequiterpenes, functionalized terpenoids as well as simple cyclohexenes and benzylic substrates. Enzymatic allylic oxidations by Pleurotus sapidus are thus an excellent non-toxic alternative to metal-mediated oxidation procedures in academic labs and for industrial application in food technology, cosmetics or pharmaceutical research. The Royal Society of Chemistry 2012.