Litcius/Paper detail

Dynamic Hydroxyl–Yne Reaction with Phenols

Tanausú Santos, Yaiza Pérez‐Pérez, David S. Rivero, Raquel Diana‐Rivero, Fernando García‐Tellado, David Tejedor, Romen Carrillo

2022Organic Letters10 citationsDOIOpen Access PDF

Abstract

Dynamic Covalent Chemistry (DCvC) has gained increasing importance in supramolecular chemistry and materials science. Herein we prove the dynamic nature of the exchange between phenols and vinyl ethers. Exchange is fast at room temperature and under mild conditions. The equilibrium constants and the electronic effect of the phenol substituents were calculated. This novel incorporation to the DCvC toolbox could be quite useful, and as a proof it was used for the synthesis of a responsive molecular cage.

Topics & Concepts

ChemistryPhenolsSupramolecular chemistryPhenolCovalent bondToolboxEquilibrium constantDynamic covalent chemistryOrganic chemistryCombinatorial chemistryMoleculeInorganic chemistryComputer scienceProgramming languageSupramolecular Chemistry and ComplexesPorphyrin and Phthalocyanine ChemistryPhotoreceptor and optogenetics research