Journal of the Chemical Society Chemical Communications · 1979 · 21 citations · 0 references
Natural SciencesChemistryInorganic ChemistryOrganic ChemistryOrganometallic ChemistryChemical BondingChemical ReactionsCoordination ChemistryHalogen ChemistryMetal-ligand BondingBimolecular Nucleophilic SubstitutionLigand Effects On ReactivityMechanistic ElucidationReactive Halogen Species
Rate studies have shown that the activation of halogenobenzenes towards replacement of halide by methoxide in methanol increases through the series of π-attached residues (OC)3Cr < (OC)3Mo < < (η5-C5H5)Fe+ < (OC)3Mn+, with the fluorobenzene complexes more reactive than the chlorobenzene analogues; evidence has been obtained that the cationic complexes readily form ion-pairs with methoxide, resulting in a reduction in their reactivity towards nucleophilic substitution.