Asymmetric ruthenium tricarbonyl cyclopentadienone complexes; synthesis and application to asymmetric hydrogenation of ketones.

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Title: Asymmetric ruthenium tricarbonyl cyclopentadienone complexes; synthesis and application to asymmetric hydrogenation of ketones.
Authors: Del Grosso, Alessandro1 (AUTHOR), Clarkson, Guy J.1 (AUTHOR), Wills, Martin1 (AUTHOR) m.wills@warwick.ac.uk
Source: Inorganica Chimica Acta. Oct2019, Vol. 496, pN.PAG-N.PAG. 1p.
Subjects: Asymmetric synthesis, Ruthenium, Transfer hydrogenation, Hydrogenation, Ketones, Dialkylzinc
Abstract: • Novel enantiomerically-pure ruthenium tricarbonyl cyclopentadienones are reported. • Complexes were prepared via the cyclisation of C2-symmetric dialkynes with Ru3(CO) 12. • The new catalysts are effective in the asymmetric hydrogenation of ketones. • The new catalysts are prepared via an operationally simple procedure. A series of enantiomerically-pure ruthenium tricarbonyl cyclopentadienone complexes were prepared via the cyclisation of C2-symmetric dialkynes with Ru 3 (CO) 12. Four complexes were characterised by X-ray crystallography and a hydride derivative of one of these was characterised. The complexes were tested in the asymmetric hydrogenation and transfer hydrogenation of acetophenone. Whilst the catalysts were active, acetophenone was reduced in low ee, however a reduction product of up to 46% ee could be obtained when a mild base (i Pr 2 NEt or pyridine) was added to the reaction. [ABSTRACT FROM AUTHOR]
Copyright of Inorganica Chimica Acta 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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  Data: Asymmetric ruthenium tricarbonyl cyclopentadienone complexes; synthesis and application to asymmetric hydrogenation of ketones.
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  Data: <searchLink fieldCode="JN" term="%22Inorganica+Chimica+Acta%22">Inorganica Chimica Acta</searchLink>. Oct2019, Vol. 496, pN.PAG-N.PAG. 1p.
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  Data: <searchLink fieldCode="DE" term="%22Asymmetric+synthesis%22">Asymmetric synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Ruthenium%22">Ruthenium</searchLink><br /><searchLink fieldCode="DE" term="%22Transfer+hydrogenation%22">Transfer hydrogenation</searchLink><br /><searchLink fieldCode="DE" term="%22Hydrogenation%22">Hydrogenation</searchLink><br /><searchLink fieldCode="DE" term="%22Ketones%22">Ketones</searchLink><br /><searchLink fieldCode="DE" term="%22Dialkylzinc%22">Dialkylzinc</searchLink>
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  Data: • Novel enantiomerically-pure ruthenium tricarbonyl cyclopentadienones are reported. • Complexes were prepared via the cyclisation of C2-symmetric dialkynes with Ru3(CO) 12. • The new catalysts are effective in the asymmetric hydrogenation of ketones. • The new catalysts are prepared via an operationally simple procedure. A series of enantiomerically-pure ruthenium tricarbonyl cyclopentadienone complexes were prepared via the cyclisation of C2-symmetric dialkynes with Ru 3 (CO) 12. Four complexes were characterised by X-ray crystallography and a hydride derivative of one of these was characterised. The complexes were tested in the asymmetric hydrogenation and transfer hydrogenation of acetophenone. Whilst the catalysts were active, acetophenone was reduced in low ee, however a reduction product of up to 46% ee could be obtained when a mild base (i Pr 2 NEt or pyridine) was added to the reaction. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Inorganica Chimica Acta 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.ica.2019.119043
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      – Code: eng
        Text: English
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        PageCount: 1
        StartPage: N.PAG
    Subjects:
      – SubjectFull: Asymmetric synthesis
        Type: general
      – SubjectFull: Ruthenium
        Type: general
      – SubjectFull: Transfer hydrogenation
        Type: general
      – SubjectFull: Hydrogenation
        Type: general
      – SubjectFull: Ketones
        Type: general
      – SubjectFull: Dialkylzinc
        Type: general
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      – TitleFull: Asymmetric ruthenium tricarbonyl cyclopentadienone complexes; synthesis and application to asymmetric hydrogenation of ketones.
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            NameFull: Clarkson, Guy J.
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            NameFull: Wills, Martin
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            – D: 01
              M: 10
              Text: Oct2019
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              Y: 2019
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              Value: 496
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