The cationic complexes [Pd(eta3-C3H5)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine)](X) (2: X=BF4-, 3: X=ClO4-), and [Pd(eta3-2-CH3-C3H4)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)-pyridine)](BF4) (4) have been synthesized by reacting the appropriate palladium-allyl precursor with 2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine in the presence of AgBF4or AgClO4. The solid-state structure of 2has been deter-mined by single-crystal X-ray diffraction analysis. According to 1H NMR spectroscopy the allyl protons undergo syn-syn,anti-anti exchange. 1H NMR spectroscopy reveals that in acetone at temperatures lower than 223 K these complexes form aggregates the stability of which is attributed to solvophobic interactions. Complex 2 is an active catalyst for the S-M coupling of aryl bromides with phenylboronic acid; good reaction rates are obtained only with activated substrates, whereas with deactivated substrates catalyst decomposition to palladium black occurs
Synthesis, characterization and low temperature self assembling of (eta3-allyl)palladium complexes with 2-pyridyl-1,2,3-triazole bidentate ligands. Study of the catalytic activity in Suzuki-Miyaura reaction
2012
Abstract
The cationic complexes [Pd(eta3-C3H5)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine)](X) (2: X=BF4-, 3: X=ClO4-), and [Pd(eta3-2-CH3-C3H4)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)-pyridine)](BF4) (4) have been synthesized by reacting the appropriate palladium-allyl precursor with 2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine in the presence of AgBF4or AgClO4. The solid-state structure of 2has been deter-mined by single-crystal X-ray diffraction analysis. According to 1H NMR spectroscopy the allyl protons undergo syn-syn,anti-anti exchange. 1H NMR spectroscopy reveals that in acetone at temperatures lower than 223 K these complexes form aggregates the stability of which is attributed to solvophobic interactions. Complex 2 is an active catalyst for the S-M coupling of aryl bromides with phenylboronic acid; good reaction rates are obtained only with activated substrates, whereas with deactivated substrates catalyst decomposition to palladium black occursI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
