Arylation of Olefin with Iodobenzene Catalyzed by Palladium
- 1 May 1973
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 46 (5) , 1505-1508
- https://doi.org/10.1246/bcsj.46.1505
Abstract
Arylation of propylene, ethylene, styrene, and methyl acrylate with iodobenzene was found to be catalyzed by metallic palladium in methanol to give methylstyrene, styrene, t-stilbene, and methyl cinnamate, respectively. Their yields and selectivities increased significantly by the addition of excess potassium acetate as an acceptor of hydriodic acid formed. The course of catalytic reaction is discussed in terms of the oxidative addition of iodobenzene to a palladium complex of low oxidation state.Keywords
This publication has 9 references indexed in Scilit:
- Model system for acid and base reactions, carbonylation, and .beta.-hydride elimination in organopalladium chemistryJournal of the American Chemical Society, 1972
- Stereochemistry of carbonylation of some diene-palladium(II) complexes and their corresponding carbon-palladium(II) .sigma.-bonded oxymetalation productsJournal of the American Chemical Society, 1972
- Arylation of Olefin with Aryl Iodide Catalyzed by PalladiumBulletin of the Chemical Society of Japan, 1971
- Stoichiometric Carbonylation of Aryl Halide with Nickel Tetracarbonyl in the Presence of Potassium AcetateBulletin of the Chemical Society of Japan, 1971
- Aromatic substitution of olefins. VI. Arylation of olefins with palladium(II) acetateJournal of the American Chemical Society, 1969
- Mechanism of arylation and carbomethoxylation of olefins with organopalladium compoundsJournal of the American Chemical Society, 1969
- Synthesis of Carboxylic Acid from Aryl Halide and Carbon Monoxide Catalyzed by Nickel CarbonylBulletin of the Chemical Society of Japan, 1969
- Pentacoordinated nickel complexes as intermediates in carbonylation reactions of allyl compoundsJournal of Organometallic Chemistry, 1968
- Organic Syntheses by Means of Noble Metal Compounds. XXVII.1 Decarbonylation of Acyl Halides Catalyzed by a Rhodium Complex and Preparation of Acylrhodium Complexes by a Novel Addition Reaction of Acyl HalidesJournal of the American Chemical Society, 1966