Reactivity-Selectivity Principle: Phenyl Group in Indazole Makes It More Lucid

15 December 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Linear free energy relationship (LFER) plots are constructed for the deprotonation equilibriums (pKaH+) of pyrazolium and indazolium (benzopyrazolium) cations. The reaction constants Taft * and Hammett  are found to be 2.75 and 1.32 for deprotonation (pKaH+) of pyrazolium and indazolium cations respectively. Higher value of Taft * than the Hammett  is explained in terms of extra stability of the indazolium cation due to its greater number of resonance structures. This article is an exercise to undergraduate students for writing different resonance structures of indazolium cation.

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