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Reactions of Indene and Indoles with Platinum Methyl Cations:  Indene C−H Activation, Indole versus Nitrogen Lone-Pair Coordination.

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Title: Reactions of Indene and Indoles with Platinum Methyl Cations:  Indene C−H Activation, Indole versus Nitrogen Lone-Pair Coordination.
Authors: Travis J. Williams1, Jay A. Labinger1, John E. Bercaw1
Source: Organometallics. Jan2007, Vol. 26 Issue 2, p281-287. 7p.
Subjects: Cations, Nitrogen, Platinum, Indole
Abstract: Reactions of indene and various substituted indoles with (diimine)PtII(Me)(TFE)cations have been studied (diimine ArNC(Me)−C(Me)NAr; TFE 2,2,2-trifluoroethanol). Indene displaces the TFE ligand from platinum to form a stable coordination complex that, upon heating, undergoes C−H activation with first-order kinetics, H29 kcal/mol, S10 eu, and a kinetic isotope effect of 1.1 at 60 °C. Indoles also initially form coordination complexes through the C2C3 olefin, but these undergo rearrangement to the corresponding N-bound complexes. The relative rates of initial coordination and rearrangement are affected by excess acid or methyl substitution on indole. [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.)
Database: Engineering Source
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Header DbId: egs
DbLabel: Engineering Source
An: 23926498
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
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  Data: Reactions of Indene and Indoles with Platinum Methyl Cations:  Indene C−H Activation, Indole versus Nitrogen Lone-Pair Coordination.
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  Data: <searchLink fieldCode="AR" term="%22Travis+J%2E+Williams%22">Travis J. Williams</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Jay+A%2E+Labinger%22">Jay A. Labinger</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22John+E%2E+Bercaw%22">John E. Bercaw</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Organometallics%22">Organometallics</searchLink>. Jan2007, Vol. 26 Issue 2, p281-287. 7p.
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  Data: <searchLink fieldCode="DE" term="%22Cations%22">Cations</searchLink><br /><searchLink fieldCode="DE" term="%22Nitrogen%22">Nitrogen</searchLink><br /><searchLink fieldCode="DE" term="%22Platinum%22">Platinum</searchLink><br /><searchLink fieldCode="DE" term="%22Indole%22">Indole</searchLink>
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  Label: Abstract
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  Data: Reactions of indene and various substituted indoles with (diimine)PtII(Me)(TFE)cations have been studied (diimine ArNC(Me)−C(Me)NAr; TFE 2,2,2-trifluoroethanol). Indene displaces the TFE ligand from platinum to form a stable coordination complex that, upon heating, undergoes C−H activation with first-order kinetics, H29 kcal/mol, S10 eu, and a kinetic isotope effect of 1.1 at 60 °C. Indoles also initially form coordination complexes through the C2C3 olefin, but these undergo rearrangement to the corresponding N-bound complexes. The relative rates of initial coordination and rearrangement are affected by excess acid or methyl substitution on indole. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  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/om0606643
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      – Code: eng
        Text: English
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        PageCount: 7
        StartPage: 281
    Subjects:
      – SubjectFull: Cations
        Type: general
      – SubjectFull: Nitrogen
        Type: general
      – SubjectFull: Platinum
        Type: general
      – SubjectFull: Indole
        Type: general
    Titles:
      – TitleFull: Reactions of Indene and Indoles with Platinum Methyl Cations:  Indene C−H Activation, Indole versus Nitrogen Lone-Pair Coordination.
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            NameFull: Travis J. Williams
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            NameFull: Jay A. Labinger
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              Text: Jan2007
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              Y: 2007
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              Value: 26
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            – TitleFull: Organometallics
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