Simple Mixed Tricyclohexylphosphane–Triarylphosphite Complexes as Extremely High-Activity Catalysts for the Suzuki Coupling of Aryl Chlorides

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“…38 For example, the reaction of 4-chloroanisole with phenylboronic acid in dioxane at 100°C in the presence of Cs 2 CO 3 , 0.005 mol% 23a and 0.01 mol% PCy 3 (to give 22 in situ) resulted in 100% conversion and gave a turnover number of 10,000. 38 Interestingly, palladacycle 23b, which is structurally related to 23a, but in which the two non-ortho-metalated aryloxide substituents are replaced by a single salicylate residue, showed in the presence of PCy 3 extremely high activity in the Suzuki cross-coupling of deactivated, activated and sterically hindered aryl chlorides. 39 In 14,44 In 1997, Shen 45 established that a bulky and electron-rich phosphine, PCy 3 , is an effective Pd catalyst ligand for the cross-coupling of phenylboronic acid with aryl chlorides bearing electron-withdrawing groups (Scheme 3).…”

Green synthesis and catalytic properties of palladium nanoparticles for the direct reductive amination of aldehydes and hydrogenation of unsaturated ketones

“…Generally, the homogeneous catalysis suffers from some difficulties in catalyst separation from the reaction mixture and recyclability. 4 However, there is an example on catalyst recovery by distillation of a reaction mixture. 5 Moreover, the homogeneous palladium catalysts tend to lose their catalytic activity because of Pd metal aggregation.…”

Highly efficient amine‐based catalytic system for room temperature Suzuki–Miyaura reactions of aryl halides with arylboronic acids

“…Among different ligands, noticeable advances have been achieved with phosphine‐based ligands (such as simple tertiaryphosphines,1, 2, 7, 8 hemilabile‐type phosphines,2, 9–13 sterically crowded biphenyl‐type phosphines14, 15 and other electron‐rich phosphines16–18) and with other ligands that are capable of forming palladacycles (e.g. phosphapalladacycles,19–23 N‐heterocyclic carbenes,24–27 amine‐based,21, 28, 29 oxime‐based30, 31 and imine‐based32, 33). Although complexes containing such ligands often show excellent activities, in the majority of cases the ligands are either commercially unavailable or very expensive or difficult to synthesize.…”