Influence of the attachment of a gold(I) phosphine moiety at the upper rim of a calix[4]pyrrole on the binding of tetraalkylammonium chloride salts

We report the synthesis of an unprecedent mono-gold(I) phosphine complex based on a 'two wall' aryl-ethynyl extended calix[4]pyrrole. We describe and compare the binding properties of the parent 10α,20α-bis-aryl-ethynyl calix[4]pyrrole ligand and the prepared organometallic compound as rec...

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Detalles Bibliográficos
Autores: Sun, Qingqing, Aragay, Gemma, Pinto Martínez, Andrea, Aguiló Linares, Elisabet, Rodríguez Raurell, Laura, Ballester, Pablo
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/159117
Acceso en línea:https://hdl.handle.net/2445/159117
Access Level:acceso abierto
Palabra clave:Pirroles
Química supramolecular
Compostos d'or
Pyrroles
Supramolecular chemistry
Gold compounds
Descripción
Sumario:We report the synthesis of an unprecedent mono-gold(I) phosphine complex based on a 'two wall' aryl-ethynyl extended calix[4]pyrrole. We describe and compare the binding properties of the parent 10α,20α-bis-aryl-ethynyl calix[4]pyrrole ligand and the prepared organometallic compound as receptors for tetraalkylammonium chloride salts in dichloromethane and acetone solutions. We describe the results of 1H NMR, UV-vis titrations and isothermal titration calorimetry (ITC) experiments in DCM and acetone solution, aiming at thermodynamically characterize the formed complexes. The obtained results indicate a noticeable decrease in the binding affinity of the chloride for the mono-gold(I) receptor 1 compared to the parent ligand 2. The increase in the negative value of the electrostatic surface potential at the center of the aromatic ring of the gold(I) meso-aryl-ethynyl substituent serves to explain the observed results and the presence in solution of the chloride complex of 1 as a mixture of two conformers.