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Reaction of Pd(dba) 2 and P(OPh) 3 shows a unique equilibrium where the Pd[P(OPh) 3 ] 3 complex is favored over both Pd(dba)[P(OPh) 3 ] 2 and Pd[P(OPh) 3 ] 4 complexes at room temperature. At a lower temperature, Pd[P(OPh) 3 ] 4 becomes the most abundant complex in solution. X-ray studies of Pd[P(OPh) 3 ] 3 and Pd(dba)[P(OPh) 3 ] 2 complexes show that both complexes have a trigonal geometry with a Pd-P distance of 2.25 Å due to the π-acidity of the phosphite ligand. In solution, pure Pd(dba)[P(OPh) 3 ] 2 complex equilibrates to the favored Pd[P(OPh) 3 ] 3 complex, which is the most stable complex of those studied, and also forms the most active catalytic species. This catalyst precursor dissociates one ligand to give the reactive Pd[P(OPh) 3 ] 2 , which performs an oxidative addition of nonmanipulated allyl alcohol to generate the π-allyl-Pd[P(OPh) 3 ] 2 intermediate according to ESI-MS studies.

Equilibrium Study of Pd(dba)2 and P(OPh)3 in the Pd-Catalyzed Allylation of Aniline by Allyl Alcohol

Equilibrium Study of Pd(dba)₂ and P(OPh)₃ in the Pd-Catalyzed Allylation of Aniline by Allyl Alcohol