91054-21-6Relevant academic research and scientific papers
Oxidation of hindered aniline to iminocyclohexa-2,4-dienone by copper(II) complex of an N-substituted bis-benzimidazolyl ligand
Yadav, Anjana,Mathur, Pavan
supporting information, p. 62 - 71 (2015/02/19)
Copper(II) complex of an N-octylated bis-benzimidazolyl ligand is synthesized and characterized. X-ray diffraction study revealed that copper(II) is in a distorted square-planar environment of two benzimidazolyl imine nitrogens and two nitrato ligands. This complex carries out the oxidation of 2,4,6-tri-tert-butylaniline at room temperature utilizing low amounts of tert-butylhydroperoxide (TBHP) as an alternate source of oxygen. 3,5-Di-tert-butyl-6-iminocyclohexa-2,4-dienone is found to be the major product along with 3,5-di-tert-butylcyclohexa-3,5-diene-1,2-dione. The oxidation products have been isolated and characterized by 1H NMR, 13C NMR and COSY experiments. The catalytic oxidation proceeds via a copper(II)/copper(III) cycle.
Highly selective formation of 2-aminophenoxazin-3-one by catalytic oxygenation of o-aminophenol
Maruyama, Kazushige,Moriguchi, Takesi,Mashino, Takahiro,Nishinaga, Akira
, p. 819 - 820 (2007/10/03)
2-Aminophenol readily undergoes highly selective Co(salen) catalyzed oxygenation in methanol at room temperature resulting unexpectedly in the quantitative formation of 2-aminophenoxazin-3-one. The oxygenation of substituted 2-aminophenols provides useful information to discuss the reaction path.
Electrochemical and Spectroscopic Studies of 3,5-Di-tert-butyl-2-aminophenol and of Electrosynthesized 3,5-Di-tert-butyl-2-iminocyclohexa-3,5-dienone in Aprotic Solvents
Harmalker, Subhash P.,Sawyer, Donald T.
, p. 3579 - 3583 (2007/10/02)
In acetonitrile 3,5-di-tert-butyl-2-iminocyclohexa-3,5-dienone (DTBQI) is the major product from the controlled-potential electrooxidation of 3,5-di-tert-butyl-2-aminophenol (DTBAPH2).The same product results from the chemical oxidation of DTBAPH2 by PbO2.The redox chemistry for DTBAPH2, DTBQI, and o-aminophenol in dimethyl sulfoxide and acetonitrile has been studied with cyclic voltammetry and controlled-potential electrolysis, and the products and intermediates have been characterized by 1H and 13C NMR, ESR, IR, and UV-vis spectroscopy.Addition of strong base (OH-) to DTBQI causes it to be reduced to a product with the characteris tics of DTBAPH-.Redox reaction mechanisms are proposed for the electrochemical oxidation of DTBAPH- to DTBQI and for the latter's reduction.
