engleski

A theoretical study of the additivity of proton affinities in aromatics: Polysubstituted benzenes

An additivity rule for proton affinities (PAs) in polysubstituted benzenes is derived from the MP2(fc)/6-31G(**)//HF/6-31G(*) + ZPE(HF/6-31 G(*)) theoretical model by use of the concepts of homodesmic reactions and independent substituents. The performance of the additivity rule of thumb is very good; this is evidenced by the excellent agreement of the estimated PAs with the latest experimental data. We believe that the additivity should work for larger aromatic compounds too. The PA increments, which characterize the influence of each substituent on a particular site of the benzene ring undergoing electrophilic substitution, proved useful in discussing various chemical properties of this family of compounds.

Ab initio calculations; Benzenes; Electrophilic substitutions;

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