TY - JOUR
T1 - Palladium complexes bearing pyridylthioether ligands. Synthesis and application as efficient phosphine-free catalysts in Suzuki-Miyaura couplings
AU - López-Saucedo, Felipe
AU - Flores-Rojas, G. Gabriel
AU - González-Sebastián, Lucero
AU - Reyes-Martínez, Reyna
AU - German-Acacio, Juan Manuel
AU - Avila-Sorrosa, Alcives
AU - Hernández-Ortega, Simón
AU - Morales-Morales, David
N1 - Publisher Copyright:
© 2017 Elsevier B.V.
PY - 2018/3/24
Y1 - 2018/3/24
N2 - Pyridylthiother-ligated Pd(II) complexes have been synthesized and efficiently applied in Suzuki-Miyaura couplings using microwave irradiation in DMF and water. The pyridylthioether NS (NS1 and NS2) and pyridyldithiother (SNS) ligands and their corresponding palladium complexes Pd-NS1, Pd-NS2, Pd-SNS were easily synthesized and fully characterized by various analytical techniques. The molecular structures of the ligand SNS and the Pd(II) complexes Pd-NS2, Pd-SNS were unequivocally determined by single crystal X-ray diffraction analysis. From these compounds, complex Pd-SNS exhibits the ligand SNS coordinated in a N,N-bidentated rather than the typical SNS-pincer manner in the solid state, giving place to a seven membered palladacycle whereas in solution it behaves as a typical SNS-pincer complex. This compound was also found to be the most efficient catalyst of the series of complexes in Suzuki-Miyaura couplings with different p-substituted aryl bromides.
AB - Pyridylthiother-ligated Pd(II) complexes have been synthesized and efficiently applied in Suzuki-Miyaura couplings using microwave irradiation in DMF and water. The pyridylthioether NS (NS1 and NS2) and pyridyldithiother (SNS) ligands and their corresponding palladium complexes Pd-NS1, Pd-NS2, Pd-SNS were easily synthesized and fully characterized by various analytical techniques. The molecular structures of the ligand SNS and the Pd(II) complexes Pd-NS2, Pd-SNS were unequivocally determined by single crystal X-ray diffraction analysis. From these compounds, complex Pd-SNS exhibits the ligand SNS coordinated in a N,N-bidentated rather than the typical SNS-pincer manner in the solid state, giving place to a seven membered palladacycle whereas in solution it behaves as a typical SNS-pincer complex. This compound was also found to be the most efficient catalyst of the series of complexes in Suzuki-Miyaura couplings with different p-substituted aryl bromides.
KW - Catalysis
KW - Cross-coupling
KW - Palladium complexes
KW - Sulphur based ligands
KW - Suzuki-Miyaura coupling
KW - Thioether ligands
UR - http://www.scopus.com/inward/record.url?scp=85040000726&partnerID=8YFLogxK
U2 - 10.1016/j.ica.2017.12.029
DO - 10.1016/j.ica.2017.12.029
M3 - Artículo
SN - 0020-1693
VL - 473
SP - 83
EP - 93
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
ER -