Pd Nanoparticles Catalyzed Stereospecific Synthesis of β-Aryl Cinnamic Esters in Ionic Liquids
- 11 March 2003
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (7), 2929-2933
- https://doi.org/10.1021/jo026877t
Abstract
Reaction of the catalyst 1 or Pd(OAc)(2) with tetrabutylammonium acetate, dissolved in tetrabutylammonium bromide, leads to a fast formation of Pd nanoparticles which efficiently catalyze the stereospecific reaction of cinnamates with aryl halides to give beta-aryl-substituted cinnamic esters. The role of tetrabutylammonium acetate is crucial in determining the formation of nanoparticles and stereospecificity of the C-C coupling process.Keywords
This publication has 23 references indexed in Scilit:
- New developments in catalysis using ionic liquidsApplied Catalysis A: General, 2001
- Fluorous Phase Soluble Palladium Nanoparticles as Recoverable Catalysts for Suzuki Cross-Coupling and Heck ReactionsOrganometallics, 2001
- First Observation of Molecular Composition and Orientation at the Surface of a Room-Temperature Ionic LiquidLangmuir, 1999
- The Heck Reaction in Ionic Liquids: A Multiphasic Catalyst SystemOrganic Letters, 1999
- An Exploratory Study of Regiocontrol in the Heck Type Reaction. Influence of Solvent Polarity and Bisphosphine LigandsOrganometallics, 1999
- Preparation of Palladium Colloids in Block Copolymer Micelles and Their Use for the Catalysis of the Heck ReactionJournal of the American Chemical Society, 1997
- Zirconocen–Benzyme‐Mediated Intramolecular Coupling of Bis(alkynyl)phosphane: A Way to Mono‐ and Tricyclic 1,2‐DihydrophosphetesAngewandte Chemie International Edition in English, 1997
- Diphenylpropionic Acids as New AT1 Selective Angiotensin II AntagonistsJournal of Medicinal Chemistry, 1996
- Metallkomplexe heterocyclischer Carbene - ein neues Katalysator-Strukturprinzip in der homogenen KatalyseAngewandte Chemie, 1995
- The arylation of allylic alcohols with organopalladium compounds. A new synthesis of 3-aryl aldehydes and ketonesJournal of the American Chemical Society, 1968