Molecular Recognition in an Aqueous Medium Using Water-Soluble Prismarene Hosts

[Image: see text] The synthesis of water-soluble prism[n]arenes (n = 5 and 6) bearing anionic carboxylato groups on the rims is described. The binding properties of this novel class of water-soluble hosts are studied by nuclear magnetic resonance and calorimetry. The complexation of singly and doubl...

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Detalles Bibliográficos
Autores principales: Del Regno, Rocco, Santonoceta, Giuseppina D. G., Della Sala, Paolo, De Rosa, Margherita, Soriente, Annunziata, Talotta, Carmen, Spinella, Aldo, Neri, Placido, Sgarlata, Carmelo, Gaeta, Carmine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9016763/
https://www.ncbi.nlm.nih.gov/pubmed/35389649
http://dx.doi.org/10.1021/acs.orglett.2c00819
Descripción
Sumario:[Image: see text] The synthesis of water-soluble prism[n]arenes (n = 5 and 6) bearing anionic carboxylato groups on the rims is described. The binding properties of this novel class of water-soluble hosts are studied by nuclear magnetic resonance and calorimetry. The complexation of singly and doubly charged ammonium guests with the more rigid pentamer is enthalpically driven by secondary interactions, while the thermodynamic fingerprint for the larger hexamer reveals driving forces that strongly depend on the guest charge and/or size.

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