Electrosynthesis and Structural Studies of 5,17-Di-tert-butyl-26,28-dimethoxycalix[4]arene-25,27-diquinone

Meddeb-Limem, Sondes; Besbes-Hentati, Salma; Said, Hechmi; Malézieux, Bernard; Chamoreau, Lise Marie; Bouvet, Marcel

doi:10.2116/xraystruct.26.29

Cited by 3 publications

(1 citation statement)

References 6 publications

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“…These are unsuitable for comparison with 1 because the metal binding/lower-rim bridges would dramatically influence the conformational flexibility of the calix [4]quinone. Of the remaining 12 structures, a total of seven hits had simple alkyl chains on the lower rim (NUPHUB, NUPHUB01, PETDOH, PETDUN, PETFAV, VUSNED, and YEHVIQ) [11,20,31,32]. A common structural theme amongst these seven crystal structures and 1 was the deviation of the p-benzoquinone moieties from a perfectly planar structure.…”

Section: Discussionmentioning

confidence: 99%

Intermolecular Interactions Drive the Unusual Co-Crystallization of Different Calix[4]arene Conformations

et al. 2022

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Crystallization of 5,17-dibromo-11,27,23,25-tetraone-26,28-dipropoxycalix[4]arene results in the rare observation of two different calix[4]arene conformations (partial cone and 1,3-alternate) co-crystallized within the same single crystal X-ray structure. Analysis using 1H and 13C NMR spectroscopy revealed that only a single conformation (the cone) was present in solution, and in contrast to the structures of other reported calix[4]arenes and calix[4]quinones, both conformations of the compound present in this crystal structure have a “pinched” shape, drastically reducing Br-Br separation and associated cavity sizes.

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Section: Discussionmentioning

confidence: 99%

Intermolecular Interactions Drive the Unusual Co-Crystallization of Different Calix[4]arene Conformations

et al. 2022

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Self-assembled calix[4]arenequinhydrone on the platinum electrode by cathodic reduction of calix[4]arenediquinone

Youchret-Zallez¹,

Besbes-Hentati²,

Bouvet

et al. 2011

J Incl Phenom Macrocycl Chem

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The electrochemical reduction of di(methoxyp-tert-butyl)calix [4]arenediquinone led to its calix[4]arenedihydroquinone. The presence of both in the solution refers to the generation of calix[4]arenequinhydrone charge-transfer complex at the electrode surface through a donor/acceptor process type. Self-assembled adlayers of calix[4]arenequinhydrone was obtained by partial electrochemical reduction. Electrochemical deposition of the last form was achieved on the platinum disk electrode at -1.16 V versus SCE (saturated calomel electrode) in aprotic solution by cathodic reduction of the starting substrate. The deposit was first characterized by cyclic voltammetry (CV) in electrolytic solution and then in electrolyte support solution and finally in a ferricyannure solution. The self-assembled product was characterized by MALDI-TOF Mass and IR spectroscopy techniques. It was observed too by SEM technique. Calix[4]arenequinhydrone is observed on the electrode surface as hexangular prisms with a length of few micrometers.

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Supramolecular interactions in the heteroarylimine-substituted calix[4]arenes: the formation of cyclic dodecanuclear palladium aggregates

Tsymbal

Rodik

Danylyuk

et al. 2021

Supramolecular Chemistry

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Electrosynthesis and Structural Studies of 5,17-Di-tert-butyl-26,28-dimethoxycalix[4]arene-25,27-diquinone

Cited by 3 publications

References 6 publications

Intermolecular Interactions Drive the Unusual Co-Crystallization of Different Calix[4]arene Conformations

Intermolecular Interactions Drive the Unusual Co-Crystallization of Different Calix[4]arene Conformations

Self-assembled calix[4]arenequinhydrone on the platinum electrode by cathodic reduction of calix[4]arenediquinone

Supramolecular interactions in the heteroarylimine-substituted calix[4]arenes: the formation of cyclic dodecanuclear palladium aggregates

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