RT info:eu-repo/semantics/article T1 Promoting Difficult C–C Couplings: Which Ligand Does Best? A1 Gioria, Estefanía A1 Pozo, Juan del A1 Martínez de Ilarduya Martínez de Ilarduya, Jesús María A1 Espinet Rubio, Pablo K1 Catalyst K1 Cross-coupling mechanisms AB 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. PB Wiley SN 1433-7851 YR 2016 FD 2016 LK http://uvadoc.uva.es/handle/10324/21717 UL http://uvadoc.uva.es/handle/10324/21717 LA eng NO Angewandte Chemie International Edition 2016, 10;55(42), p. 13276-13280 NO Producción Científica DS UVaDOC RD 22-dic-2024