Controlling rates and reversibilities of elimination reactions of hydroxybenzylammoniums by tuning dearomatization energies

Chem. Sci., 2024, 15,10448-10454DOI: 10.1039/D4SC02985B, Edge Article Open Access &nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Zihuan Fu, Joseph W. Treacy, Brock M. Hosier, K. N. Houk, Heather D. MaynardThe factors that govern hydroxybenzylammonium-mediated amine releasing reactions have been computationally examined. This mechanistic insight led to subsequent experimental validation and generation of release half-lives as fast as 18 minutes.The content of this RSS Feed (c) The Royal Society of Chemistry