C−H Oxidative Addition to a (PNP)Ir Center and Ligand-Induced Reversal of Benzyl/Aryl Selectivity

Yanjun Zhu; Lei Fan; Chun-Hsing Chen; Shannon R Finnell; Bruce M Foxman; Oleg V Ozerov

doi:10.1021/om701110y

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C−H Oxidative Addition to a (PNP)Ir Center and Ligand-Induced Reversal of Benzyl/Aryl Selectivity

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C−H Oxidative Addition to a (PNP)Ir Center and Ligand-Induced Reversal of Benzyl/Aryl Selectivity

Yanjun Zhu, Lei Fan, Chun-Hsing Chen, Shannon R Finnell, Bruce M Foxman and Oleg V Ozerov

Organometallics, Vol.26(27), pp.6701-6703

12/01/2007

DOI: https://doi.org/10.1021/om701110y

Abstract

Oxidative addition

Pyridines

Molecular structure

Ligands

Aromatic Compounds

The (PNP)Ir fragment displays a thermodynamic preference for the oxidative addition of aromatic vs benzylic C−H bonds. However, in the case of the mesitylene activation products, the benzylic isomer is kinetically accessible and can be trapped by an external donor ligand. The preference for the benzylic isomer in the six-coordinate Ir(III) adduct of mesitylene activation is ascribed to steric factors.

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Title: C−H Oxidative Addition to a (PNP)Ir Center and Ligand-Induced Reversal of Benzyl/Aryl Selectivity
Creators: Yanjun Zhu - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Lei Fan - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Chun-Hsing Chen - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Shannon R Finnell - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Bruce M Foxman - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Oleg V Ozerov - Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, Massachusetts 02454
Publication Details: Organometallics, Vol.26(27), pp.6701-6703
Identifiers: 9923989565901921
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

C−H Oxidative Addition to a (PNP)Ir Center and Ligand-Induced Reversal of Benzyl/Aryl Selectivity

Abstract

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