Search

Both mixed λ3-iodoarenes and λ3-iodoarenes possessing –OTf ligands are coveted for their enhanced reactivities. Here we describe the synthesis, reactivity, and comprehensive characterisation of two new ArI(OTf)(X) species, a class of compound that were previously only invoked as reactive intermediates where X = Cl, F and their divergent reactivity with aryl substrates. A new catalytic system for electrophilic chlorination of deactivated arenes using Cl2 as the chlorine source and ArI/HOTf as the catalyst is also described. [ABSTRACT FROM AUTHOR]

A study on the kinetics of the activation of PhICl2 using catalytic chloride or pyridine in electrophilic chlorination of arenes has been carried out. The results indicate that both catalysts induce the release of Cl2 from PhICl2 and that the Cl2 is the active reagent for chlorination in these reactions. [ABSTRACT FROM AUTHOR]

A study on the potential activating role of pyridine in the electrophilic chlorination of anisole by PhICl2 has led to the discovery that soluble sources of chloride ions activate PhICl2 in the reaction at catalytic loadings, greatly increasing the rate of chlorination. It is further shown that presence of chloride increases the rate of decomposition of PhICl2 into PhI and Cl2. The specific mechanism by which chloride induces electrophilic chlorination and decomposition of PhICl2 remains an open question. [ABSTRACT FROM AUTHOR]