p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex.

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Title: p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex.
Authors: Yadav, Anjana1, Mathur, Pavan1 pavanmat@yahoo.co.in
Source: Catalysis Communications. Oct2014, Vol. 55, p1-5. 5p.
Subjects: Imines, Intermediates (Chemistry), Oxidative coupling, Oxazinones, Copper catalysts, Complex compounds, Monomers
Abstract: Copper(II) complex of a tetradentate N-picolatedbisbenzimidazolyl ligand is synthesized and characterized. XRD study reveals that copper(II) is in a distorted square plane comprising of two imine nitrogen, one oxygen atom from nitrate and another from a water molecule. This complex carries out the oxidative coupling of aminomethylphenol to phenoxazinone through an intermediate p-quinoneimine. The reaction is pseudo first order with respect to the catalyst and is self-inhibiting with increasing substrate concentration. Anion like acetate is found to increase the rate of reaction by nine times. EPR monitoring indicates the formation of a Cu(I) species which is the likely cause of inhibition of the catalytic reaction. [ABSTRACT FROM AUTHOR]
Copyright of Catalysis Communications 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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DbLabel: Engineering Source
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  Data: p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex.
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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="%22Catalysis+Communications%22">Catalysis Communications</searchLink>. Oct2014, Vol. 55, p1-5. 5p.
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  Data: <searchLink fieldCode="DE" term="%22Imines%22">Imines</searchLink><br /><searchLink fieldCode="DE" term="%22Intermediates+%28Chemistry%29%22">Intermediates (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Oxidative+coupling%22">Oxidative coupling</searchLink><br /><searchLink fieldCode="DE" term="%22Oxazinones%22">Oxazinones</searchLink><br /><searchLink fieldCode="DE" term="%22Copper+catalysts%22">Copper catalysts</searchLink><br /><searchLink fieldCode="DE" term="%22Complex+compounds%22">Complex compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Monomers%22">Monomers</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Copper(II) complex of a tetradentate N-picolatedbisbenzimidazolyl ligand is synthesized and characterized. XRD study reveals that copper(II) is in a distorted square plane comprising of two imine nitrogen, one oxygen atom from nitrate and another from a water molecule. This complex carries out the oxidative coupling of aminomethylphenol to phenoxazinone through an intermediate p-quinoneimine. The reaction is pseudo first order with respect to the catalyst and is self-inhibiting with increasing substrate concentration. Anion like acetate is found to increase the rate of reaction by nine times. EPR monitoring indicates the formation of a Cu(I) species which is the likely cause of inhibition of the catalytic reaction. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Catalysis Communications 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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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.catcom.2014.06.001
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      – Code: eng
        Text: English
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        PageCount: 5
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        Type: general
      – SubjectFull: Intermediates (Chemistry)
        Type: general
      – SubjectFull: Oxidative coupling
        Type: general
      – SubjectFull: Oxazinones
        Type: general
      – SubjectFull: Copper catalysts
        Type: general
      – SubjectFull: Complex compounds
        Type: general
      – SubjectFull: Monomers
        Type: general
    Titles:
      – TitleFull: p-Quinoneimine as an intermediate in the oxidative coupling of 2-amino-5-methylphenol to 4a,7-dimethyldihydro-2-aminophenoxazinone catalyzed by a monomeric copper(II) complex.
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            NameFull: Mathur, Pavan
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              Text: Oct2014
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              Y: 2014
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