A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis

A deep cavitand receptor 2 based on a resorcinarene scaffold and functionalized with a bis(pyridyl)dipyrrolidine tetradentate ligand has been obtained. Binding of divalent metal ions (M2+ = Mn2+, Fe2+, and Zn2+) at the tetradentate ligand results in the formation of cavitand complexes 2·M(OTf)2. The...

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Authors: Vidal Sánchez, Diego, Costas Salgueiro, Miquel, Lledó Ponsati, Agustí
Format: article
Status:Versión aceptada para publicación
Publication Date:2018
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:10256/15721
Online Access:http://hdl.handle.net/10256/15721
Access Level:Open access
Keyword:Catàlisi
Catalysis
Química supramolecular
Supramolecular chemistry
Oxidació
Oxidation
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spelling A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysisVidal Sánchez, DiegoCostas Salgueiro, MiquelLledó Ponsati, AgustíCatàlisiCatalysisQuímica supramolecularSupramolecular chemistryOxidacióOxidationA deep cavitand receptor 2 based on a resorcinarene scaffold and functionalized with a bis(pyridyl)dipyrrolidine tetradentate ligand has been obtained. Binding of divalent metal ions (M2+ = Mn2+, Fe2+, and Zn2+) at the tetradentate ligand results in the formation of cavitand complexes 2·M(OTf)2. The complexes exhibit selective binding of alkylammonium ions and amides within the cavitand. 2·M(OTf)2 (M = Fe(II) and Mn(II)) catalyze selective hydroxylation of aliphatic C-H bonds and epoxidation of olefins with hydrogen peroxide, exhibiting selectivity patterns consistent with the implication of high valent metal-oxo species. Furthermore, 2·Fe(OTf)2 reacts with IO4- to form an oxoiron(IV) complex [2·Fe(O)]2+, without decomposition of the supramolecular container. This species is relatively stable at 0 °C, yet engages in fast oxygen-atom-transfer reactionsAmerican Chemical Society (ACS)info2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionpeer-reviewed6 p.application/pdfhttp://hdl.handle.net/10256/15721http://hdl.handle.net/10256/15721© ACS Catalysis, 2018, vol. 8, núm. 4, p. 3667-3672Articles publicats (D-Q)Vidal Sánchez, Diego Costas Salgueiro, Miquel Lledó Ponsati, Agustí 2018 A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis ACS Catalysis 8 4 3667 3672reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)Inglésinfo:eu-repo/semantics/altIdentifier/doi/10.1021/acscatal.7b04426info:eu-repo/semantics/altIdentifier/issn/2155-5435Tots els drets reservatsinfo:eu-repo/semantics/openAccessoai:recercat.cat:10256/157212026-05-29T05:05:01Z
dc.title.none.fl_str_mv A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
title A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
spellingShingle A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
Vidal Sánchez, Diego
Catàlisi
Catalysis
Química supramolecular
Supramolecular chemistry
Oxidació
Oxidation
title_short A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
title_full A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
title_fullStr A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
title_full_unstemmed A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
title_sort A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis
dc.creator.none.fl_str_mv Vidal Sánchez, Diego
Costas Salgueiro, Miquel
Lledó Ponsati, Agustí
author Vidal Sánchez, Diego
author_facet Vidal Sánchez, Diego
Costas Salgueiro, Miquel
Lledó Ponsati, Agustí
author_role author
author2 Costas Salgueiro, Miquel
Lledó Ponsati, Agustí
author2_role author
author
dc.subject.none.fl_str_mv Catàlisi
Catalysis
Química supramolecular
Supramolecular chemistry
Oxidació
Oxidation
topic Catàlisi
Catalysis
Química supramolecular
Supramolecular chemistry
Oxidació
Oxidation
description A deep cavitand receptor 2 based on a resorcinarene scaffold and functionalized with a bis(pyridyl)dipyrrolidine tetradentate ligand has been obtained. Binding of divalent metal ions (M2+ = Mn2+, Fe2+, and Zn2+) at the tetradentate ligand results in the formation of cavitand complexes 2·M(OTf)2. The complexes exhibit selective binding of alkylammonium ions and amides within the cavitand. 2·M(OTf)2 (M = Fe(II) and Mn(II)) catalyze selective hydroxylation of aliphatic C-H bonds and epoxidation of olefins with hydrogen peroxide, exhibiting selectivity patterns consistent with the implication of high valent metal-oxo species. Furthermore, 2·Fe(OTf)2 reacts with IO4- to form an oxoiron(IV) complex [2·Fe(O)]2+, without decomposition of the supramolecular container. This species is relatively stable at 0 °C, yet engages in fast oxygen-atom-transfer reactions
publishDate 2018
dc.date.none.fl_str_mv 2018
info
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
peer-reviewed
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10256/15721
http://hdl.handle.net/10256/15721
url http://hdl.handle.net/10256/15721
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/acscatal.7b04426
info:eu-repo/semantics/altIdentifier/issn/2155-5435
dc.rights.none.fl_str_mv Tots els drets reservats
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Tots els drets reservats
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 6 p.
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society (ACS)
publisher.none.fl_str_mv American Chemical Society (ACS)
dc.source.none.fl_str_mv © ACS Catalysis, 2018, vol. 8, núm. 4, p. 3667-3672
Articles publicats (D-Q)
Vidal Sánchez, Diego Costas Salgueiro, Miquel Lledó Ponsati, Agustí 2018 A Deep cavitand receptor functionalized with Fe(II) and Mn(II) aminopyridine complexes for bioinspired oxidation catalysis ACS Catalysis 8 4 3667 3672
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
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score 15.812455

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