Aerobic oxidation of 2,4,6-tri-tert-butylphenol to quinones catalyzed by copper(II) complexes of an N-octylated bis-benzimidazolyl ligand.
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| Title: | Aerobic oxidation of 2,4,6-tri-tert-butylphenol to quinones catalyzed by copper(II) complexes of an N-octylated bis-benzimidazolyl ligand. |
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| Authors: | Yadav, Anjana1, Mathur, Pavan1 pavanmat@yahoo.co.in |
| Source: | Inorganica Chimica Acta. Aug2015, Vol. 435, p206-214. 9p. |
| Subjects: | Oxidation of phenol, Quinone, Copper compounds, Complex compounds synthesis, Benzimidazoles, Dealkylation |
| Abstract: | Copper(II) complexes of a N-octylated bisbenzimidazolyl ligand are synthesized and characterized. These complexes carry out the oxidative dealkylation of 2,4,6-tri-tertbutylphenol (TTBP) using molecular oxygen to 2,6-ditertbutylbenzoquinone and 4,6-di-tertbutylbenzoquinone. The oxidation proceeds via a phenoxyl radical species detected spectrophotometrically, and by EPR. A reactive copper(II)-dioxygen species is involved that carries out the oxidation reaction. A comparison of the rates of formation of the 4,6-di-tert-butylbenzoquinone versus 2,6-di-tert-butylbenzoquinone suggests that alternative pathway may exist for the formation of the para-quinone derivative. Isolation of an intermediate 4,4′-peroxybis(2,4,6-tri-tert-butylcyclohexa-2,5-dienone species and its structural characterization supports the above contention. [ABSTRACT FROM AUTHOR] |
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| Database: | Engineering Source |
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