Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs.

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Title: Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs.
Authors: Amisial, LaTasha D.1, Dai, Xuliang1, Kinney, R. Adam1, Krishnaswamy, Ammani1, Warren, Timothy H.1 thw@georgetown.edu
Source: Inorganic Chemistry. 10/18/2004, Vol. 43 Issue 21, p6537-6539. 3p.
Subjects: Copper compounds, Aromatic compounds, Chemical bonds, Nitrenes, Chemical reactions, Styrene
Abstract: β;-Diketiminato Cui-lutidine complexes [RMeNN]Cu(2,4-lutidine) (R = Me (4a), iPr (4b)) were prepared in high yield from Tl[RMeNN] and [CuBr(2,4-lutidine)2]2. Both 4a and 4b reversibly dissociate lutidine base in toluene to give [RMeNN]Cu(toluene) solvento complexes. A related base-free dicopper species {[Me2NN]Cu}2 (6) bridged via η²-binding of opposing N-aryl rings could be isolated by the addition of Tl[Me2NN] to CuBr. The lutidine precursors serve as precatalysts for the aziridination of alkenes with PhI=NTs. Styrene, β;-methylstyrene, and cyclooctene gave the highest yields (59-96%) with a low olefin to PhI=NTs ratio (3:1) and 5 mol % catalyst loading. [ABSTRACT FROM AUTHOR]
Copyright of Inorganic Chemistry 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: Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs.
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  Data: <searchLink fieldCode="AR" term="%22Amisial%2C+LaTasha+D%2E%22">Amisial, LaTasha D.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Dai%2C+Xuliang%22">Dai, Xuliang</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Kinney%2C+R%2E+Adam%22">Kinney, R. Adam</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Krishnaswamy%2C+Ammani%22">Krishnaswamy, Ammani</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Warren%2C+Timothy+H%2E%22">Warren, Timothy H.</searchLink><relatesTo>1</relatesTo><i> thw@georgetown.edu</i>
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  Data: <searchLink fieldCode="JN" term="%22Inorganic+Chemistry%22">Inorganic Chemistry</searchLink>. 10/18/2004, Vol. 43 Issue 21, p6537-6539. 3p.
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  Data: <searchLink fieldCode="DE" term="%22Copper+compounds%22">Copper compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Aromatic+compounds%22">Aromatic compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+bonds%22">Chemical bonds</searchLink><br /><searchLink fieldCode="DE" term="%22Nitrenes%22">Nitrenes</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+reactions%22">Chemical reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Styrene%22">Styrene</searchLink>
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  Data: β;-Diketiminato Cui-lutidine complexes [RMeNN]Cu(2,4-lutidine) (R = Me (4a), iPr (4b)) were prepared in high yield from Tl[RMeNN] and [CuBr(2,4-lutidine)2]2. Both 4a and 4b reversibly dissociate lutidine base in toluene to give [RMeNN]Cu(toluene) solvento complexes. A related base-free dicopper species {[Me2NN]Cu}2 (6) bridged via η²-binding of opposing N-aryl rings could be isolated by the addition of Tl[Me2NN] to CuBr. The lutidine precursors serve as precatalysts for the aziridination of alkenes with PhI=NTs. Styrene, β;-methylstyrene, and cyclooctene gave the highest yields (59-96%) with a low olefin to PhI=NTs ratio (3:1) and 5 mol % catalyst loading. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Inorganic Chemistry 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/ic048968+
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      – Code: eng
        Text: English
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        PageCount: 3
        StartPage: 6537
    Subjects:
      – SubjectFull: Copper compounds
        Type: general
      – SubjectFull: Aromatic compounds
        Type: general
      – SubjectFull: Chemical bonds
        Type: general
      – SubjectFull: Nitrenes
        Type: general
      – SubjectFull: Chemical reactions
        Type: general
      – SubjectFull: Styrene
        Type: general
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      – TitleFull: Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs.
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            NameFull: Amisial, LaTasha D.
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              Text: 10/18/2004
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              Y: 2004
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