Herrmann, Wolfgang A.; Brossmer, Christoph; Reisinger, Claus-Peter; Riermeier, Thomas H.; Oefele, Karl; Beller, Matthias published the article 《Coordination chemistry and mechanisms of metal-catalyzed C-C coupling reactions. Part 10. Palladacycles: efficient new catalysts for the Heck vinylation of aryl halides》. Keywords: cyclopalladated complex catalyst Heck vinylation; Heck vinylation aryl halide catalyst cyclopalladium; palladium cyclometalation triarylphosphine; coupling reaction Heck aryl halide olefin; olefination Heck aryl halide cyclopalladated catalyst.They researched the compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium( cas:172418-32-5 ).Application of 172418-32-5. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:172418-32-5) here.
Cyclopalladated complexes [Pd2(μ-L)2(P-C)2] [L = bridging ligand, e.g. OAc, Cl, Br, I; P-C = cyclometalated P donor, e.g. o-CH2C6H4P(o-Tol)2 or o-CH2C6H2Me2P(Mes)2] are highly efficient catalysts for the Heck vinylation of aryl halides. The isolated complexes are easily accessible from Pd(II) acetate by spontaneous metalation of ortho-methyl-substituted arylphosphines. They display improved activity and stability compared to conventional catalyst mixtures [e.g., Pd(OAc)2 + PPh3], and also exhibit a higher stability towards air than conventional Pd0-based systems [e.g., Pd(PPh3)4]. Turnover numbers (TON) of up to 1,000,000 and turnover frequencies (TOF) at 5000-20,000 are achieved in catalytic coupling reactions of aryl bromides. Even tech. interesting aryl chlorides undergo the Heck reaction (TON = 600-40,000) if promoting salts are added to the catalyst [(NBu4)Br, LiBr]. The new structural type for catalysts is compared to palladacycles formed in situ from mixtures of [Pd(OAc)2] + P(o-tolyl)3 and the established [Pd(OAc)2] + nPPh3 system. The scope of the new C-C coupling catalysts is outlined for the vinylation of aryl halides using different mono- and disubstituted olefins. Mechanistic consequences for the Heck reaction in general are discussed.
After consulting a lot of data, we found that this compound(172418-32-5)Application of 172418-32-5 can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate