《Reductive Electrochemical Activation of Molecular Oxygen Catalyzed by an Iron-Tungstate Oxide Capsule: Reactivity Studies Consistent with Compound I Type Oxidants》 was written by Bugnola, Marco; Shen, Kaiji; Haviv, Eynat; Neumann, Ronny. Formula: C6H5BrO2 And the article was included in ACS Catalysis on April 3 ,2020. The article conveys some information:
The reductive activation of O2 catalyzed by Fe-based enzymes toward its use as an O donor is paradigmatic for O transfer reactions in nature. Mechanistic studies on these enzymes and related biomimetic coordination compounds designed to form reactive intermediates, almost invariably using various shunt pathways, showed that high-valent Fe(V)=O and the formally isoelectronic Fe(IV)=O porphyrin cation radical intermediates are often thought to be the active species in alkane and arene hydroxylation and alkene epoxidation reactions. Although this four decade long research effort has yielded a massive amount of spectroscopic data, reactivity studies, and a detailed, but still incomplete, mechanistic understanding, the actual reductive activation of O2 coupled with efficient catalytic transformations has rarely been exptl. studied. Recently, a completely inorganic Fe-W oxide capsule with a keplerate structure, noted as {Fe30W72}, is an effective electrocatalyst for the cathodic activation of O2 in H2O leading to the oxidation of light alkanes and alkenes. The present report deals with extensive reactivity studies of these {Fe30W72} electrocatalytic reactions showing (1) arene hydroxylation including kinetic isotope effects and migration of the ipso substituent to the adjacent C atom (NIH shift); (2) a high kinetic isotope effect for alkyl C-H bond activation; (3) dealkylation of alkylamines and alkylsulfides; (4) desaturation reactions; (5) retention of stereochem. in cis-alkene epoxidation; and (6) unusual regioselectivity in the oxidation of cyclic and acyclic ketones, alcs., and carboxylic acids where reactivity is not correlated to the bond disassocn. energy; the regioselectivity obtained is attributable to polar effects and/or entropic contributions. Collectively these results also support the conclusion that the active intermediate species formed in the catalytic cycle is consistent with a compound I type oxidant. The activity of {Fe30W72} in cathodic aerobic oxidation reactions shows it to be an inorganic functional analog of Fe-based monooxygenases. The experimental part of the paper was very detailed, including the reaction process of 2-Bromobenzene-1,4-diol(cas: 583-69-7Formula: C6H5BrO2)
2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Formula: C6H5BrO2 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary