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 unprecedented 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 f...

Full description

Bibliographic Details
Authors: Sun, Qingqing, Aragay, Gemma, Pinto, Andrea, Aguiló, Elisabet, Rodríguez, Laura, Ballester, Pablo
Format: article
Status:Versión aceptada para publicación
Publication Date:2020
Country:España
Institution:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repository:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/373957
Online Access:http://hdl.handle.net/2072/373957
https://doi.org/10.1002/chem.201905160
Access Level:Open access
Keyword:54
id ES_fd7eb7b6d5cd29b64df7f2c3935c02a9
oai_identifier_str oai:recercat.cat:2072/373957
network_acronym_str ES
network_name_str España
repository_id_str
spelling 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 SaltsSun, QingqingAragay, GemmaPinto, AndreaAguiló, ElisabetRodríguez, LauraBallester, Pablo54We report the synthesis of an unprecedented 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. We describe the results of 1H NMR, UV–Vis titrations and isothermal titration calorimetry (ITC) experiments in dichloromethane and acetone, aiming to 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.2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion3348 p.application/pdfhttp://hdl.handle.net/2072/373957https://doi.org/10.1002/chem.201905160RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésCTQ2017- 84319-PCTQ2016-76120-PCTQ2017-84319-PCTQ2016-76120-P2017 SGR 11232017-06870013L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:recercat.cat:2072/3739572026-05-29T05:05:01Z
dc.title.none.fl_str_mv 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
title 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
spellingShingle 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
Sun, Qingqing
54
title_short 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_sort 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
dc.creator.none.fl_str_mv Sun, Qingqing
Aragay, Gemma
Pinto, Andrea
Aguiló, Elisabet
Rodríguez, Laura
Ballester, Pablo
author Sun, Qingqing
author_facet Sun, Qingqing
Aragay, Gemma
Pinto, Andrea
Aguiló, Elisabet
Rodríguez, Laura
Ballester, Pablo
author_role author
author2 Aragay, Gemma
Pinto, Andrea
Aguiló, Elisabet
Rodríguez, Laura
Ballester, Pablo
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv 54
topic 54
description We report the synthesis of an unprecedented 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. We describe the results of 1H NMR, UV–Vis titrations and isothermal titration calorimetry (ITC) experiments in dichloromethane and acetone, aiming to 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.
publishDate 2020
dc.date.none.fl_str_mv 2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/373957
https://doi.org/10.1002/chem.201905160
url http://hdl.handle.net/2072/373957
https://doi.org/10.1002/chem.201905160
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv CTQ2017- 84319-P
CTQ2016-76120-P
CTQ2017-84319-P
CTQ2016-76120-P
2017 SGR 1123
2017-06870013
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 3348 p.
application/pdf
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869425544875999232
score 15.811543

Similar Items