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Theoretical design of new macrocycles for nucleophilic fluorination with KF: thiourea-crown-ether is predicted to overcome [2.2.2]-cryptand

Ellen V. Dalessandro, Josefredo R. Pliego

2020Molecular Systems Design & Engineering26 citationsDOI

Abstract

A new macrocycle combining thiourea and crown ether groups is able to solubilize KF and promote fluorination <italic>via</italic> stabilization of the S<sub>N</sub>2 transition state <italic>via</italic> four hydrogen bonds.

Topics & Concepts

CryptandThioureaChemistryEtherCrown etherNucleophileHydrogen bondNucleophilic substitutionNucleophilic aromatic substitutionPolymer chemistryMedicinal chemistryOrganic chemistryMoleculeIonCatalysisFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsLuminescence and Fluorescent Materials
Theoretical design of new macrocycles for nucleophilic fluorination with KF: thiourea-crown-ether is predicted to overcome [2.2.2]-cryptand | Litcius