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Activation of a C−H Bond in Indene by [(COD)Rh(μ2-OH)]2†.

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Title: Activation of a C−H Bond in Indene by [(COD)Rh(μ2-OH)]2†.
Authors: John E. Bercaw1, Nilay Hazari1, Jay A. Labinger1
Source: Organometallics. Sep2009, Vol. 28 Issue 18, p5489-5492. 4p.
Subjects: Activation (Chemistry), Organorhodium compounds, Indene, Chemical bonds, Dimers, Reaction mechanisms (Chemistry), Molecular structure, Imines
Abstract: The air- and water-tolerant hydroxy-bridged rhodium dimer [(COD)Rh(μ2-OH)]2cleanly activates the aliphatic C−H bond in indene to generate [(COD)Rh(η3-indenyl)]. The mechanism involves direct coordination of indene to the dimer followed by rate-determining C−H bond cleavage, in contrast to the previously reported analogous reactions of [(diimine)M(μ2-OH)]22+(M = Pd, Pt), for which the dimer must be cleaved before rate-determining displacement of solvent by indene. Another difference is observed in the reactions with indene in the presence of acid: the Rh system generates a stable η6-indene 18-electron cation, [(COD)Rh(η6-indene)]+, that is not available for Pd and Pt, which instead form the η3-indenyl C−H activation products. The crystal structure of [(COD)Rh(η6-indene)] is reported. [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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DbLabel: Engineering Source
An: 44778863
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  Data: Activation of a C−H Bond in Indene by [(COD)Rh(μ2-OH)]2†.
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  Data: <searchLink fieldCode="JN" term="%22Organometallics%22">Organometallics</searchLink>. Sep2009, Vol. 28 Issue 18, p5489-5492. 4p.
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  Data: <searchLink fieldCode="DE" term="%22Activation+%28Chemistry%29%22">Activation (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Organorhodium+compounds%22">Organorhodium compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Indene%22">Indene</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+bonds%22">Chemical bonds</searchLink><br /><searchLink fieldCode="DE" term="%22Dimers%22">Dimers</searchLink><br /><searchLink fieldCode="DE" term="%22Reaction+mechanisms+%28Chemistry%29%22">Reaction mechanisms (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+structure%22">Molecular structure</searchLink><br /><searchLink fieldCode="DE" term="%22Imines%22">Imines</searchLink>
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  Data: The air- and water-tolerant hydroxy-bridged rhodium dimer [(COD)Rh(μ2-OH)]2cleanly activates the aliphatic C−H bond in indene to generate [(COD)Rh(η3-indenyl)]. The mechanism involves direct coordination of indene to the dimer followed by rate-determining C−H bond cleavage, in contrast to the previously reported analogous reactions of [(diimine)M(μ2-OH)]22+(M = Pd, Pt), for which the dimer must be cleaved before rate-determining displacement of solvent by indene. Another difference is observed in the reactions with indene in the presence of acid: the Rh system generates a stable η6-indene 18-electron cation, [(COD)Rh(η6-indene)]+, that is not available for Pd and Pt, which instead form the η3-indenyl C−H activation products. The crystal structure of [(COD)Rh(η6-indene)] is reported. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
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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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        Value: 10.1021/om9004498
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      – Code: eng
        Text: English
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        Type: general
      – SubjectFull: Organorhodium compounds
        Type: general
      – SubjectFull: Indene
        Type: general
      – SubjectFull: Chemical bonds
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      – SubjectFull: Dimers
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      – SubjectFull: Reaction mechanisms (Chemistry)
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      – SubjectFull: Molecular structure
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      – TitleFull: Activation of a C−H Bond in Indene by [(COD)Rh(μ2-OH)]2†.
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              Text: Sep2009
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