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Oxidation of hindered aniline to iminocyclohexa-2,4-dienone by copper(II) complex of an N-substituted bis-benzimidazolyl ligand.

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Title: Oxidation of hindered aniline to iminocyclohexa-2,4-dienone by copper(II) complex of an N-substituted bis-benzimidazolyl ligand.
Authors: Yadav, Anjana1, Mathur, Pavan1 pavanmat@yahoo.co.in
Source: Inorganica Chimica Acta. Mar2015, Vol. 427, p62-71. 10p.
Subjects: Aniline, Cyclohexadienones, Copper compounds, Metal complexes, Substitution reactions, Benzimidazoles, Ligands (Chemistry)
Abstract: 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 1 H NMR, 13 C NMR and COSY experiments. The catalytic oxidation proceeds via a copper(II)/copper(III) cycle. [ABSTRACT FROM AUTHOR]
Copyright of Inorganica Chimica Acta is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Oxidation of hindered aniline to iminocyclohexa-2,4-dienone by copper(II) complex of an N-substituted bis-benzimidazolyl ligand.
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  Data: <searchLink fieldCode="AR" term="%22Yadav%2C+Anjana%22">Yadav, Anjana</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Mathur%2C+Pavan%22">Mathur, Pavan</searchLink><relatesTo>1</relatesTo><i> pavanmat@yahoo.co.in</i>
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  Data: <searchLink fieldCode="JN" term="%22Inorganica+Chimica+Acta%22">Inorganica Chimica Acta</searchLink>. Mar2015, Vol. 427, p62-71. 10p.
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  Data: <searchLink fieldCode="DE" term="%22Aniline%22">Aniline</searchLink><br /><searchLink fieldCode="DE" term="%22Cyclohexadienones%22">Cyclohexadienones</searchLink><br /><searchLink fieldCode="DE" term="%22Copper+compounds%22">Copper compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Metal+complexes%22">Metal complexes</searchLink><br /><searchLink fieldCode="DE" term="%22Substitution+reactions%22">Substitution reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Benzimidazoles%22">Benzimidazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Ligands+%28Chemistry%29%22">Ligands (Chemistry)</searchLink>
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  Label: Abstract
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  Data: 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 1 H NMR, 13 C NMR and COSY experiments. The catalytic oxidation proceeds via a copper(II)/copper(III) cycle. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Inorganica Chimica Acta is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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      – Type: doi
        Value: 10.1016/j.ica.2014.11.025
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      – Code: eng
        Text: English
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        PageCount: 10
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      – SubjectFull: Aniline
        Type: general
      – SubjectFull: Cyclohexadienones
        Type: general
      – SubjectFull: Copper compounds
        Type: general
      – SubjectFull: Metal complexes
        Type: general
      – SubjectFull: Substitution reactions
        Type: general
      – SubjectFull: Benzimidazoles
        Type: general
      – SubjectFull: Ligands (Chemistry)
        Type: general
    Titles:
      – TitleFull: Oxidation of hindered aniline to iminocyclohexa-2,4-dienone by copper(II) complex of an N-substituted bis-benzimidazolyl ligand.
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            NameFull: Mathur, Pavan
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              Text: Mar2015
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