Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex.

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Title: Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex.
Authors: Bo-Lin Lin1, Koyel X. Bhattacharyya1, Jay A. Labinger1, John E. Bercaw1
Source: Organometallics. Aug2009, Vol. 28 Issue 15, p4400-4405. 6p.
Subjects: Benzene, Chemical bonds, Activation (Chemistry), Alkenes, Organopalladium compounds, Metal complexes, Temperature effect
Abstract: The monomethylpalladium(II) complex (COD)Pd(CH3)Cl (COD = 1,5-cyclooctadiene) is found to undergo both benzene C−H activation and migratory insertion of olefin, with the former faster than the latter, at room temperature in the presence of an anionic β-diketiminate ligand, to yield η3-(6-R-cyclooctenyl)palladium(II) β-diketiminate (R = methyl or phenyl). The reaction is proposed to take place via the formation of a (monomethyl)palladium(II) β-diketiminate with COD as the fourth ligand, followed by competitive benzene C−H activation and migratory insertion of olefin. The proposed mechanism is supported by density functional theory calculations upon a simplified model system. [ABSTRACT FROM AUTHOR]
Copyright of Organometallics is the property of American Chemical Society 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: Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex.
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  Data: <searchLink fieldCode="JN" term="%22Organometallics%22">Organometallics</searchLink>. Aug2009, Vol. 28 Issue 15, p4400-4405. 6p.
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  Data: <searchLink fieldCode="DE" term="%22Benzene%22">Benzene</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+bonds%22">Chemical bonds</searchLink><br /><searchLink fieldCode="DE" term="%22Activation+%28Chemistry%29%22">Activation (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Alkenes%22">Alkenes</searchLink><br /><searchLink fieldCode="DE" term="%22Organopalladium+compounds%22">Organopalladium compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Metal+complexes%22">Metal complexes</searchLink><br /><searchLink fieldCode="DE" term="%22Temperature+effect%22">Temperature effect</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: The monomethylpalladium(II) complex (COD)Pd(CH3)Cl (COD = 1,5-cyclooctadiene) is found to undergo both benzene C−H activation and migratory insertion of olefin, with the former faster than the latter, at room temperature in the presence of an anionic β-diketiminate ligand, to yield η3-(6-R-cyclooctenyl)palladium(II) β-diketiminate (R = methyl or phenyl). The reaction is proposed to take place via the formation of a (monomethyl)palladium(II) β-diketiminate with COD as the fourth ligand, followed by competitive benzene C−H activation and migratory insertion of olefin. The proposed mechanism is supported by density functional theory calculations upon a simplified model system. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of Organometallics is the property of American Chemical Society 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: 10.1021/om900171d
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      – Code: eng
        Text: English
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        PageCount: 6
        StartPage: 4400
    Subjects:
      – SubjectFull: Benzene
        Type: general
      – SubjectFull: Chemical bonds
        Type: general
      – SubjectFull: Activation (Chemistry)
        Type: general
      – SubjectFull: Alkenes
        Type: general
      – SubjectFull: Organopalladium compounds
        Type: general
      – SubjectFull: Metal complexes
        Type: general
      – SubjectFull: Temperature effect
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      – TitleFull: Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex.
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            NameFull: Koyel X. Bhattacharyya
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            NameFull: Jay A. Labinger
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              Text: Aug2009
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              Y: 2009
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