15197-88-3

Upstream product

• 961-38-6 2,4,6-Tri-tert-butylaniline 
• 75-91-2 tert.-butylhydroperoxide 
• 65624-13-7 4-Amino-3.5-di-t-butyl-2'.4'.6'-trimethylbiphenyl 
• 2909-83-3 2,6-di-tert-butylaniline 
• 16770-36-8 2,6-di-tert-butyl-4-methoxyaniline 

Downstream Products

• 65624-05-7 3,5-Di-tert-butyl-4-imino-1-o-tolyl-cyclohexa-2,5-dienol 
• 65624-01-3 3,5-Di-tert-butyl-4-imino-1-methyl-cyclohexa-2,5-dienol 
• 65624-02-4 3,5-Di-tert-butyl-1-ethyl-4-imino-cyclohexa-2,5-dienol 
• 65624-03-5 3,5-Di-t.-butyl-4-isopropylimino-2,5-cyclohexadienon 
• 65624-06-8 3,5-Di-tert-butyl-1-(2,6-dimethyl-phenyl)-4-imino-cyclohexa-2,5-dienol 
• 65624-08-0 3,5-Di-tert-butyl-1-(2,6-dimethoxy-phenyl)-4-imino-cyclohexa-2,5-dienol 
• 65624-04-6 3,5-Di-tert-butyl-4-imino-1-phenyl-cyclohexa-2,5-dienol 
• 65624-07-9 3,5-Di-tert-butyl-4-imino-1-(2,4,6-trimethyl-phenyl)-cyclohexa-2,5-dienol 
• 65624-09-1 2,6-di-t-butyl-4-ethylaniline 
• 2909-80-0 2,6-Di-tert.-butyl-p-toluidin 

Relevant academic research and scientific papers

Catalytic oxidation of a trialkyl-substituted phenol and aniline with biomimetic schiff base complexes

The catalytic oxidation of 2,4,6-tri-tert-butylphenol and 2,4,6-tri-tert-butylaniline with molecular oxygen and tert-butylhydroperoxide was investigated using biomimetic Mn-, Fe- and Co-complexes as catalysts. The catalytic activity and product distribution were determined and compared with those observed in the reactions of the well-known Co(salen) complex.

Cobalt schiff base complex-catalyzed oxidation of anilines with tert-butyl hydroperoxide

Cobalt Schiff base complexes [Co(SB)] catalyze the oxidation of anilines (1) with tert-butyl hydroperoxide to give nitrobenzenes 2 and 4-(tert-butylperoxy)-2,5-cyclohexadien-1-imine derivatives 3 in yield distributions depending on the substitution mode of the substrate. 4-Alkyl- and 4-aryl-2,6-di-tert-butylanilines gave mixtures of 2 and 3, where the higher the bulkiness of the 4-substituent, the higher the yield of 2. With 2,4,6-trimethylaniline, the ratio of oxidations of the nitrogen and C-4 atoms was almost the same; but a hydrolyzed product 5 of the imine was obtained. 2,4,6-Triphenylaniline gave only 2. Nitrobenzene derivatives were also obtained from 2,6-dialkylanilines and 4-substituted anilines. The catalytic activity of Co(SB) depended on the nature of the SB ligand: the formal potential E° and steric factors seem to affect the reaction rate. Kinetic studies showed that the key step may involve hydrogen abstraction from the aniline, presumably by t-BuO? generated from homolytic decomposition of initially formed CoIII(SB)(OO-t-Bu). A precursor of 2 was found to be the nitrosobenzene derivative.

Co(salen) catalyzed oxidation of 2,4,6-trisubstituted anilines with tert-butylhydroperoxide

Co(salen) catalyzed oxidation of 2,4,6-trisubstituted (preferentially 2,6-di-tert-butylated) anilines with tert-butylhydroperoxide gives 4-tert-butylperoxy-2,5-cyclohexadien-1-imine and nitrobenzene derivatives. The relative ratio of the products depends on the nature of the substituents in the substrate.