Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs.
Saved in:
| 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.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
|---|---|
| Header | DbId: egs DbLabel: Engineering Source An: 14903167 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
| IllustrationInfo | |
| Items | – Name: Title Label: Title Group: Ti Data: Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs. – Name: Author Label: Authors Group: Au 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> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Inorganic+Chemistry%22">Inorganic Chemistry</searchLink>. 10/18/2004, Vol. 43 Issue 21, p6537-6539. 3p. – Name: Subject Label: Subjects Group: Su 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> – Name: Abstract Label: Abstract Group: Ab 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] – Name: AbstractSuppliedCopyright Label: Group: Ab 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.) |
| PLink | https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=14903167 |
| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1021/ic048968+ Languages: – Code: eng Text: English PhysicalDescription: Pagination: 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 Titles: – TitleFull: Cu(I) β-Diketiminates for Alkene Aziridination: Reversible Cu -- Arene Binding and Catalytic Nitrene Transfer PhI==NTs. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Amisial, LaTasha D. – PersonEntity: Name: NameFull: Dai, Xuliang – PersonEntity: Name: NameFull: Kinney, R. Adam – PersonEntity: Name: NameFull: Krishnaswamy, Ammani – PersonEntity: Name: NameFull: Warren, Timothy H. IsPartOfRelationships: – BibEntity: Dates: – D: 18 M: 10 Text: 10/18/2004 Type: published Y: 2004 Identifiers: – Type: issn-print Value: 00201669 Numbering: – Type: volume Value: 43 – Type: issue Value: 21 Titles: – TitleFull: Inorganic Chemistry Type: main |
| ResultId | 1 |