Influence of substituents on the chemical shift of fluorine in certain fluorosubstituted arylphenylmercury compounds and N-arylmercury derivatives of benzenesulfonanilide

Abstract

1. In a comparative investigation by the19F-{1H} NMR method of a series of mono- and binuclear bridge systems containing 3- and 2-fluorophenyl indicator groups ArHgC6H4F-3(2) and ArHgN(SO2Ph)C6H4F-(2), it was established that in both types of systems the chemical shift (CS) of fluorine in the 3 position, in contrast to the CS of fluorine in the 2 position, is determined chiefly by the electronic influence of the substituents. 2. The 3-fluorophenyl indicator group in the compounds studied is less sensitive to the electronic influence of substituents than the 4-fluorophenyl group. 3. In the presence of the effects of π- or σ,π-conjugation along the bonds of the bridge atom to the aromatic ring, the comparative transmission capacity of the bridge groups may vary with changing position of the indicator group in the aromatic ring.