Ready oxidative addition of an alkyl or aryl halide to a tin(II) alkyl or amide; evidence for a free-radical pathway

1976 ◽  
pp. 256 ◽  
Author(s):  
Michael J. S. Gynane ◽  
Michael F. Lappert ◽  
Stuart J. Miles ◽  
Philip P. Power
Keyword(s):  
Free Radical ◽  
Aryl Halide ◽  
Oxidative Addition

Synthesis of a Palladium(IV) Complex by Oxidative Addition of an Aryl Halide to Palladium(II) and Its Use as Precatalyst in a CC Coupling Reaction

2011 ◽  
Vol 123 (30) ◽  
pp. 7028-7031 ◽  
Author(s):  
José Vicente ◽  
Aurelia Arcas ◽  
Francisco Juliá-Hernández ◽  
Delia Bautista
Keyword(s):  
Aryl Halide ◽  
Oxidative Addition ◽  
Coupling Reaction

Oxidative addition to iridium(I). Free-radical process

1972 ◽  
Vol 94 (11) ◽  
pp. 4043-4044 ◽  
Author(s):  
John S. Bradley ◽  
Dan E. Connor ◽  
David Dolphin ◽  
Jay A. Labinger ◽  
John A. Osborn
Keyword(s):  
Free Radical ◽  
Oxidative Addition ◽  
Radical Process ◽  
Free Radical Process

Intermolecular Oxidative Addition of Aryl Halides to Platinum(II) Alkyl Complexes

2018 ◽  
Author(s):  
Kristof Altus ◽  
Eric Bowes ◽  
D. Dawson Beattie ◽  
Jennifer Love
Keyword(s):  
Aryl Halide ◽  
Oxidative Addition ◽  
Reductive Elimination ◽  
Aryl Halides ◽  
Alkyl Complexes ◽  
Species Isolation

We report the first well-defined example of intermolecular aryl halide oxidative addition (OA) to Pt(II). Complexes of the type (IMes)PtMe<sub>2</sub>(L) and (IMes’)PtMe(L) (L = SMe<sub>2</sub>, pyridine; IMes = <i>N,N</i>-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene; IMes’ = cyclometalated IMes) undergo intermolecular OA of phenyl iodide (PhI) at 60 °C, producing toluene <i>via</i> reductive elimination from a proposed Pt(IV)-phenyl species. Isolation of a model Pt(IV) OA product provides evidence for a Pt(II)/(IV) pathway. The OA of PhI is not limited to Pt(II)-IMes complexes;analogous reactions also proceed with phosphine-ligated Pt(II) dialkyl complexes, demonstrating that this reaction is feasible for a variety of electron-rich Pt(II) complexes bearing labile ligands.

Intermolecular Oxidative Addition of Aryl Halides to Platinum(II) Alkyl Complexes

2018 ◽  
Author(s):  
Kristof Altus ◽  
Eric Bowes ◽  
D. Dawson Beattie ◽  
Jennifer Love
Keyword(s):  
Aryl Halide ◽  
Oxidative Addition ◽  
Reductive Elimination ◽  
Aryl Halides ◽  
Alkyl Complexes ◽  
Species Isolation

We report the first well-defined example of intermolecular aryl halide oxidative addition (OA) to Pt(II). Complexes of the type (IMes)PtMe<sub>2</sub>(L) and (IMes’)PtMe(L) (L = SMe<sub>2</sub>, pyridine; IMes = <i>N,N</i>-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene; IMes’ = cyclometalated IMes) undergo intermolecular OA of phenyl iodide (PhI) at 60 °C, producing toluene <i>via</i> reductive elimination from a proposed Pt(IV)-phenyl species. Isolation of a model Pt(IV) OA product provides evidence for a Pt(II)/(IV) pathway. The OA of PhI is not limited to Pt(II)-IMes complexes;analogous reactions also proceed with phosphine-ligated Pt(II) dialkyl complexes, demonstrating that this reaction is feasible for a variety of electron-rich Pt(II) complexes bearing labile ligands.

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