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oai:uvadoc.uva.es:10324/378052021-06-24T07:43:31Zcom_10324_1186com_10324_931com_10324_894com_10324_28542com_10324_952col_10324_1404col_10324_28543

Salamanca Verdugo, Vanesa Toledo Pérez, Alberto Albéniz Jiménez, Ana Carmen 2019-09-09T11:21:16Z 2019-09-09T11:21:16Z 2018 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 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. eng info:eu-repo/semantics/openAccess Química [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 info:eu-repo/semantics/article