Premium
Oxime‐Derived Palladacycles: Applications in Catalysis
Author(s) -
Nájera Carmen
Publication year - 2016
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201600035
Subject(s) - chemistry , stille reaction , oxime , aryl , catalysis , sonogashira coupling , organic chemistry , monomer , organometallic chemistry , ligand (biochemistry) , polymer chemistry , combinatorial chemistry , palladium , polymer , alkyl , biochemistry , receptor
Phenone oxime‐derived palladacycles are stable, easy to prepare, and an excellent source of three‐ and four‐atom Pd clusters able to show excellent catalytic activity in most of the classical carbon–carbon bond forming reactions (Mizoroki–Heck, Matsuda–Heck, Suzuki–Miyaura, Stille, Kumada, Hiyama, Ullmann, Sonogashira, and Glasser), generally with better performance than Pd(OAc) 2 or other Pd salts. Aryl iodides, bromides, chlorides, and imidazolyl sulfonates can be used as substrates not only in organic solvents but also in aqueous solvents including neat water. Appropriate choice of the general reaction conditions allow these C−C bond forming reactions to be performed efficiently. These palladacycles have been also used in carbonylations, several types of annulations, ketone arylations, C−H activation, oxime rearrangements, and behave as metalloenzymes in hydrolytic processes, among others. Not only dimer complexes can be used, but also monomer ones with an additional ligand as well as those supported on polymers, silica, and bearing ionic or fluorinated tags.