A computational perspective on the reactivity of π-spacers in self-immolative elimination reactions

This study explores various strategies from the literature aimed at improving release rates, focusing on the electronic nature of the spacer, its aromaticity, the electronic nature of its substituents, and the leaving groups involved in the elimination reaction. Through computational analysis, I investigate activation free energies by identifying transition states for model reactions. My calculations align qualitatively with experimental results, demonstrating the feasibility and reliability of computationally pre-screening model self-immolative eliminations. This approach allows proposing optimal combinations of spacer and leaving group for achieving the highest possible release rate.PMID:38407472 | DOI:10.1002/asia.202400010

Source: Chemistry, an Asian Journal - February 26, 2024 Category: Chemistry Authors: Daniele Padula Source Type: research