We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Promoting Difficult Carbon-Carbon Couplings: Which Ligand Does Best?
- Authors
Gioria, Estefanía; del Pozo, Juan; Martínez-Ilarduya, Jesús M.; Espinet, Pablo
- Abstract
A Pd complex, cis-[Pd(C6F5)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 Pd0L. Complex 1 ranks the coupling ability of some popular ligands in the order PtBu3> o-TolPEWO-F≈ tBuXPhos>P(C6F5)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≈PtBu3≈ o-TolPEWO-F>PhPEWO-F>P(C6F5)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.
- Subjects
CARBON-carbon bonds; COUPLING reactions (Chemistry); PHOSPHINES; HOMOGENEOUS catalysis; REDUCTIVE elimination (Chemistry)
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 42, p13276
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201607089