2024-03-28T16:28:57Zhttp://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/378052021-06-24T07:43:31Zcom_10324_1186com_10324_931com_10324_894com_10324_28542com_10324_952col_10324_1404col_10324_28543
2019-09-09T11:21:16Z
urn:hdl:10324/37805
[2,2′-Bipyridin]-6(1H)-one, a Truly Cooperating Ligand in the Palladium-Mediated C–H Activation Step: Experimental Evidence in the Direct C-3 Arylation of Pyridine
Salamanca Verdugo, Vanesa
Toledo Pérez, Alberto
Albéniz Jiménez, Ana Carmen
Química
Producción Científica
The ligand [2,2′-bipyridin]-6(1H)-one (bipy-6-OH) has a strong accelerating effect on the Pd- catalyzed direct arylation of pyridine or arenes. The isolation of relevant intermediates and the study of their decomposition unequivocally show that the deprotonated coordinated ligand acts as a base and assists the cleavage of the C−H bond. Mechanistic work indicates that the direct arylation of pyridine with this ligand occurs through a Pd(0)/Pd(II) cycle. Because of this dual ligand− intramolecular base role, there is no need for an available coordination site on the metal for an external base, a difficulty encountered when chelating ligands are used in coupling reactions that involve a C−H cleavage step.
2019-09-09T11:21:16Z
2019-09-09T11:21:16Z
2018
info:eu-repo/semantics/article
J. Am. Chem. Soc. 2018, 140, 17851−17856
0002-7863
http://uvadoc.uva.es/handle/10324/37805
10.1021/jacs.8b10680
17851
51
17856
Journal of the American Chemical Society
140
1520-5126
eng
info:eu-repo/semantics/openAccess
American Chemical Society