<i>per</i>-Hydroxylated Prism[<i>n</i>]arenes: Supramolecularly Assisted Demethylation of Methoxy-Prism[5]arene
Rocco Del Regno, Paolo Della Sala, Davide Picariello, Carmen Talotta, Aldo Spinella, Placido Neri, Carmine Gaeta
Abstract
Methoxy-prism[5]arene PrS[5]Me is demethylated by a supramolecularly assisted reaction. In the presence of a tetramethylammonium cation, PrS[5]Me is demethylated by BBr3 in high yield, while in its absence a 55/40 mixture of PrS[5]OH/PrS[6]OH is formed. The dealkylation of prismarenes, such as PrS[6]R (R = Et, nPr) and c-PrS[5]Me, can be easily obtained in high yields in the presence of BBr3.
Topics & Concepts
ChemistryTetramethylammoniumDemethylationYield (engineering)PrismAlkylationTetramethylammonium hydroxideMedicinal chemistryOrganic chemistryIonBiochemistryDNA methylationOpticsMetallurgyCatalysisMaterials scienceGene expressionGenePhysicsSupramolecular Chemistry and ComplexesPorphyrin and Phthalocyanine ChemistryLanthanide and Transition Metal Complexes