The regioselectivity of the sulfonylation of tetrazoles: a theoretical view

Abstract

DFT calculations were performed to reveal the regioselectivity for the sulfonylation of tetrazoles. By comparing the substituent effect of tetrazoles, we found that the regioselectivity depends mainly on the steric hindrance of the substituent and is less affected by its electronic properties. In this work, molecular orbital analysis, the geometric overlay model, and the independent gradient model have been employed to understand this effect.