Oxidation and Homolytic Coupling Regioselectivity of Carbazole in Acidie Media
نویسندگان
چکیده
Using vo1tammetric technique with a rotating disk electrode, the anodic oxidation of carbazole in aqueous H2S04 ethanol mixtures was shown to proceed under diffusion and electron transfer control conditions. Electro-oxidation involves one electron transfer; electrode passivation occurs due to the formation of a poorly soluble product. By means of the SCF MO LCAO INDO, AMI-UHF and PM3-UHF methods, oxidative coupling regioselectivity for carbazole has been elucidated. Chemical oxidation of carbazole by ammonium vanadate in sulphuric acid medium features the stoichiometry 1:2, first order in substrate and first order in oxidant, and leads to the occurrenee of the diimine dication of carbazole.
منابع مشابه
Computational study on geometric and electronic properties of 3.6-carbazole based conjugated polymers
In this work, we present firstly a study based on the calculation of the local spin densities of radical cations, which is known as a good measure of reactivity for coupling reactions, to obtain a theoretical basis for the one-step formation of poly(3.6-carbazole) and derivatives. Then we detail a DFT theoretical study of the geometric and electronic properties of oligomers based on carbazole a...
متن کاملA carbazole-containing porphyrinoid: synthesis and oxidation to the porphyrin-state.
Carbazole-containing porphyrinoid was synthesised for the first time via Suzuki-Miyaura cross-coupling reaction. Oxidation with MnO(2) yielded its porphyrin-state featuring macrocyclic aromaticity in exchange for the loss of the resonance energies of the benzene rings.
متن کاملMetal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: direct access to biaryls.
A metal-free oxidative decarbonylative coupling of aromatic aldehydes with electron-rich or electron-deficient arenes to produce biaryl compounds was developed. This novel coupling was proposed to proceed via a non-chain radical homolytic aromatic substitution (HAS) type mechanism, based on the substrate scope, ortho-regioselectivity, radical trapping experiments and DFT calculation studies. Wi...
متن کاملOptimization and Modeling of Complete Removal of N-Compounds from Oil Cut Using Response Surface Methodology (RSM) by CuAlO2/ZSM-12&35 as a New Photocatalyst
In this study, immobilized CuAlO2 onto the ZSM-12&35 composite was prepared and used as a photocatalyst to remove N-containing oil pollutants (Carbazole) through advanced oxidation. In this method, acetone is used as a reaction solvent that can be partially converted to fuel oxygenates compounds (Octane enhancers) through an aldol condensation reaction. Photocatalyst characterization was perfor...
متن کاملMicrowave assisted oxidation coupling of thiols to symmetrical disulfides with tripropylammonium fluorochromate (VI) (TPAFC)
Tripropylammonium fluorochromate(VI) (TPAFC), is an efficient and new reagent, which isprepared easily and oxidizes thiols to the corresponding disulfides, quickly. The reactions areperformed cleanly and are controlled to stop at the disulfide stage, without over-oxidation andside products. Coupling of thiols to their corresponding disulfides, are studied in solution atroom temperature and in s...
متن کامل