Litcius/Paper detail

A broadly applicable quantitative relative reactivity model for nucleophilic aromatic substitution (S <sub>N</sub> Ar) using simple descriptors

Jingru Lu, Irina Paci, David C. Leitch

2022Chemical Science44 citationsDOIOpen Access PDF

Abstract

Ar reaction rates, and is able to accurately predict site selectivity for multihalogenated substrates: 91% prediction accuracy across 82 individual examples. The excellent agreement between predicted and experimental outcomes makes this easy-to-implement reactivity model a potentially powerful tool for synthetic planning.

Topics & Concepts

Reactivity (psychology)ChemistryNucleophilic substitutionElectrophileNucleophileSelectivitySimple (philosophy)Computational chemistrySubstitution (logic)Nucleophilic aromatic substitutionSubstitution reactionOrganic chemistryComputer scienceEpistemologyAlternative medicineProgramming languageCatalysisPhilosophyMedicinePathologyChemical Reaction MechanismsOrganic Chemistry Cycloaddition ReactionsDNA and Nucleic Acid Chemistry