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oai:uvadoc.uva.es:10324/217172025-02-21T12:04:23Zcom_10324_1186com_10324_931com_10324_894com_10324_28542com_10324_952col_10324_1404col_10324_28543

Promoting Difficult C–C Couplings: Which Ligand Does Best? Gioria, Estefania Pozo, Juan del Martínez de Ilarduya Martínez de Ilarduya, Jesús María Espinet Rubio, Pablo Catalyst Cross-coupling mechanisms Producción Científica A Pd complex, cis-[Pd(C6 F5 )2 (THF)2 ] (1), is proposed as a useful touchstone for direct and simple experimental measurement of the relative ability of ancillary ligands to induce C-C coupling. Interestingly, 1 is also a good alternative to other precatalysts used to produce Pd0 L. Complex 1 ranks the coupling ability of some popular ligands in the order Pt Bu3 >o-TolPEWO-F≈tBuXPhos>P(C6 F5 )3 ≈PhPEWO-F>P(o-Tol)3 ≈THF≈tBuBrettPhos≫Xantphos≈PhPEWO-H≫PPh3 according to their initial coupling rates, whereas their efficiency, depending on competitive hydrolysis, is ranked tBuXPhos≈Pt Bu3 ≈o-TolPEWO-F>PhPEWO-F>P(C6 F5 )3 ≫tBuBrettPhos>THF≈P(o-Tol)3 >Xantphos>PhPEWO-H≫PPh3 . This "meter" also detects some other possible virtues or complications of ligands such as tBuXPhos or tBuBrettPhos. 2016-12-14T12:17:51Z 2016-12-14T12:17:51Z 2016 info:eu-repo/semantics/article Angewandte Chemie International Edition 2016, 10;55(42), p. 13276-13280 1433-7851 http://uvadoc.uva.es/handle/10324/21717 10.1002/anie.201607089 13276 13280 Angewandte Chemie International Edition eng info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-nd/4.0/ Attribution-NonCommercial-NoDerivatives 4.0 International Wiley SI