Ligand switchable site selectivity in C–H alkenylation of thiophenes by turnover-limiting step control
Rebecca Evans, Jessica Sampson, Long Wang, Lukas Lückemeier, Brad P. Carrow
Abstract
The origin of switchable site selectivity during Pd-catalysed C-H alkenylation of heteroarenes has been examined through More O'Ferrall-Jencks, isotope effect, and DFT computational analyses, which indicate substitution of ionic thioether for pyridine dative ligands induces a change from selectivity-determining C-H cleavage to C-C bond formation, respectively.
Topics & Concepts
ThioetherSelectivityChemistryLigand (biochemistry)PyridineBond cleavageLimitingCleavage (geology)StereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryReceptorCatalysisMaterials scienceMechanical engineeringEngineeringFracture (geology)Composite materialBiochemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions