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Crownphyrins: Metal‐Mediated Transformations of the Porphyrin‐Crown Ether Hybrids

Maksym Matviyishyn, Agata Białońska, Bartosz Szyszko

2022Angewandte Chemie International Edition17 citationsDOIOpen Access PDF

Abstract

Crownphyrins are hybrid macrocycles combining structural features of porphyrin and crown ethers. The molecular architecture renders them an intriguing class of hosts capable of binding neutral, and ionic guests. The presence of dynamic covalent imine linkages connecting the dipyrrin segment with the ether chain enables unusual coordination behavior of crownphyrins, as demonstrated by the formation of two classes of strikingly different complexes. The remarkable metal-mediated expansion to the helical [2+2] macrocyclic complex is reversible. The reaction of the figure-eight mercury(II) assembly with [2.2.2]cryptand results in ring contraction providing the metal-free crownphyrin macrocycle.

Topics & Concepts

CryptandCrown etherPorphyrinChemistryIonic bondingCovalent bondDynamic covalent chemistryMetalEtherImineStereochemistrySupramolecular chemistryPolymer chemistryCrystallographyPhotochemistryOrganic chemistryIonCrystal structureCatalysisPorphyrin and Phthalocyanine ChemistryMolecular Sensors and Ion DetectionSupramolecular Chemistry and Complexes
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