Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex.
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| Title: | Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex. |
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| Authors: | Bo-Lin Lin1, Koyel X. Bhattacharyya1, Jay A. Labinger1, John E. Bercaw1 |
| Source: | Organometallics. Aug2009, Vol. 28 Issue 15, p4400-4405. 6p. |
| Subjects: | Benzene, Chemical bonds, Activation (Chemistry), Alkenes, Organopalladium compounds, Metal complexes, Temperature effect |
| Abstract: | The monomethylpalladium(II) complex (COD)Pd(CH3)Cl (COD = 1,5-cyclooctadiene) is found to undergo both benzene C−H activation and migratory insertion of olefin, with the former faster than the latter, at room temperature in the presence of an anionic β-diketiminate ligand, to yield η3-(6-R-cyclooctenyl)palladium(II) β-diketiminate (R = methyl or phenyl). The reaction is proposed to take place via the formation of a (monomethyl)palladium(II) β-diketiminate with COD as the fourth ligand, followed by competitive benzene C−H activation and migratory insertion of olefin. The proposed mechanism is supported by density functional theory calculations upon a simplified model system. [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.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 43986434 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Bo-Lin+Lin%22">Bo-Lin Lin</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Koyel+X%2E+Bhattacharyya%22">Koyel X. Bhattacharyya</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Jay+A%2E+Labinger%22">Jay A. Labinger</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22John+E%2E+Bercaw%22">John E. Bercaw</searchLink><relatesTo>1</relatesTo> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Organometallics%22">Organometallics</searchLink>. Aug2009, Vol. 28 Issue 15, p4400-4405. 6p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Benzene%22">Benzene</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+bonds%22">Chemical bonds</searchLink><br /><searchLink fieldCode="DE" term="%22Activation+%28Chemistry%29%22">Activation (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Alkenes%22">Alkenes</searchLink><br /><searchLink fieldCode="DE" term="%22Organopalladium+compounds%22">Organopalladium compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Metal+complexes%22">Metal complexes</searchLink><br /><searchLink fieldCode="DE" term="%22Temperature+effect%22">Temperature effect</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: The monomethylpalladium(II) complex (COD)Pd(CH3)Cl (COD = 1,5-cyclooctadiene) is found to undergo both benzene C−H activation and migratory insertion of olefin, with the former faster than the latter, at room temperature in the presence of an anionic β-diketiminate ligand, to yield η3-(6-R-cyclooctenyl)palladium(II) β-diketiminate (R = methyl or phenyl). The reaction is proposed to take place via the formation of a (monomethyl)palladium(II) β-diketiminate with COD as the fourth ligand, followed by competitive benzene C−H activation and migratory insertion of olefin. The proposed mechanism is supported by density functional theory calculations upon a simplified model system. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab 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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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1021/om900171d Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 6 StartPage: 4400 Subjects: – SubjectFull: Benzene Type: general – SubjectFull: Chemical bonds Type: general – SubjectFull: Activation (Chemistry) Type: general – SubjectFull: Alkenes Type: general – SubjectFull: Organopalladium compounds Type: general – SubjectFull: Metal complexes Type: general – SubjectFull: Temperature effect Type: general Titles: – TitleFull: Competitive Benzene C−H Bond Activation versus Olefin Insertion in a (Monomethyl)palladium(II) β-Diketiminate Complex. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Bo-Lin Lin – PersonEntity: Name: NameFull: Koyel X. Bhattacharyya – PersonEntity: Name: NameFull: Jay A. Labinger – PersonEntity: Name: NameFull: John E. Bercaw IsPartOfRelationships: – BibEntity: Dates: – D: 10 M: 08 Text: Aug2009 Type: published Y: 2009 Identifiers: – Type: issn-print Value: 02767333 Numbering: – Type: volume Value: 28 – Type: issue Value: 15 Titles: – TitleFull: Organometallics Type: main |
| ResultId | 1 |