Alkyne Hydroamination Inhibited by Vinylidene Deactivation.

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Title: Alkyne Hydroamination Inhibited by Vinylidene Deactivation.
Authors: Beardall, Anne Marie M.1 (AUTHOR), Chapple, Devon E.1 (AUTHOR), Henao Ruiz, Nicolas1 (AUTHOR), Boyle, Paul D.1 (AUTHOR), Blacquiere, Johanna M.1 (AUTHOR) johanna.blacquiere@uwo.ca
Source: ChemCatChem. 10/7/2024, Vol. 16 Issue 19, p1-9. 9p.
Subjects: Aromatic amines, Hydroamination, Ruthenium compounds, Aniline, Ruthenium
Abstract: The synthesis and isolation of [Ru(Cp)(PCy2NPh2)(=C=CHPh]PF6 and [Ru(Cp*)(PCy2NCy2)(=C=CHPh)]PF6 was successfully accomplished. Use of these ruthenium vinylidene complexes for stoichiometric reactions with a variety of amines was performed. Upon reaction with alkyl amines, deprotonation of the Cβ hydrogen resulted in formation of acetylide complex [Ru(Cp*)(PCy2NPh2)(−C≡CPh)], and the species was confirmed through independent synthesis. In contrast, reaction of the less basic aryl amine aniline with [Ru(Cp)(PCy2NCy2)(=C=CHPh)]PF6 resulted in outer sphere addition to give a Fischer carbene product. [ABSTRACT FROM AUTHOR]
Copyright of ChemCatChem is the property of Wiley-Blackwell 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: Alkyne Hydroamination Inhibited by Vinylidene Deactivation.
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  Data: <searchLink fieldCode="AR" term="%22Beardall%2C+Anne+Marie+M%2E%22">Beardall, Anne Marie M.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Chapple%2C+Devon+E%2E%22">Chapple, Devon E.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Henao+Ruiz%2C+Nicolas%22">Henao Ruiz, Nicolas</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Boyle%2C+Paul+D%2E%22">Boyle, Paul D.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Blacquiere%2C+Johanna+M%2E%22">Blacquiere, Johanna M.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> johanna.blacquiere@uwo.ca</i>
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  Data: <searchLink fieldCode="JN" term="%22ChemCatChem%22">ChemCatChem</searchLink>. 10/7/2024, Vol. 16 Issue 19, p1-9. 9p.
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  Data: <searchLink fieldCode="DE" term="%22Aromatic+amines%22">Aromatic amines</searchLink><br /><searchLink fieldCode="DE" term="%22Hydroamination%22">Hydroamination</searchLink><br /><searchLink fieldCode="DE" term="%22Ruthenium+compounds%22">Ruthenium compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Aniline%22">Aniline</searchLink><br /><searchLink fieldCode="DE" term="%22Ruthenium%22">Ruthenium</searchLink>
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  Data: The synthesis and isolation of [Ru(Cp)(PCy2NPh2)(=C=CHPh]PF6 and [Ru(Cp*)(PCy2NCy2)(=C=CHPh)]PF6 was successfully accomplished. Use of these ruthenium vinylidene complexes for stoichiometric reactions with a variety of amines was performed. Upon reaction with alkyl amines, deprotonation of the Cβ hydrogen resulted in formation of acetylide complex [Ru(Cp*)(PCy2NPh2)(−C≡CPh)], and the species was confirmed through independent synthesis. In contrast, reaction of the less basic aryl amine aniline with [Ru(Cp)(PCy2NCy2)(=C=CHPh)]PF6 resulted in outer sphere addition to give a Fischer carbene product. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of ChemCatChem is the property of Wiley-Blackwell 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: 10.1002/cctc.202400407
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      – Code: eng
        Text: English
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        PageCount: 9
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    Subjects:
      – SubjectFull: Aromatic amines
        Type: general
      – SubjectFull: Hydroamination
        Type: general
      – SubjectFull: Ruthenium compounds
        Type: general
      – SubjectFull: Aniline
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      – SubjectFull: Ruthenium
        Type: general
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      – TitleFull: Alkyne Hydroamination Inhibited by Vinylidene Deactivation.
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            NameFull: Chapple, Devon E.
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            NameFull: Boyle, Paul D.
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            NameFull: Blacquiere, Johanna M.
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            – D: 07
              M: 10
              Text: 10/7/2024
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              Y: 2024
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