The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium( cas:172418-32-5 ) is researched.Name: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium.Shaw, Bernard L. published the article 《Speculations on new mechanisms for Heck reactions》 about this compound( cas:172418-32-5 ) in New Journal of Chemistry. Keywords: Heck olefination mechanism. Let’s learn more about this compound (cas:172418-32-5).
A mechanism involving PdII/PdIV for Heck olefination is proposed, in which a key step is reversible nucleophilic attack on the PdII-coordinated olefin to give an electron-rich σ-alkyl (or, with carbonate, a chelated σ-dialkyl) complex, which then oxidatively adds the organic halide, e.g., ArX. Successive loss of nucleophile, migration of Ar from PdIV to coordinated olefin, β-H elimination, and loss of HX then gives the product of olefination and regenerates the PdII catalyst.
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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