Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines

Bibliographic Details
Main Author: Yagüe, Cristina
Publication Date: 2020
Other Authors: Echevarría, Igor, Vaquero, Mónica, Fidalgo, Jairo, Carbayo, Arancha, Jalón, Félix A., Lima, João C., Moro, Artur J., Manzano, Blanca R., Espino, Gustavo
Format: Article
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/10362/106376
Summary: RTI2018-100709-B-C21 CTQ (QMC)-RED2018-102471-T) Junta de Castilla y Leon (BU087G19 FEDER (BU042U16-BU305P18).
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spelling Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylaminesphotocatalysisphotooxidation of aminesRu polypyridyl complexessinglet oxygensulfonamidesCatalysisOrganic ChemistryRTI2018-100709-B-C21 CTQ (QMC)-RED2018-102471-T) Junta de Castilla y Leon (BU087G19 FEDER (BU042U16-BU305P18).Five new RuII polypyridyl complexes bearing N-(arylsulfonyl)-8-amidoquinolate ligands and three of their biscyclometalated IrIII congeners have been prepared and employed as photocatalysts (PCs) in the photooxidation of benzylamines with O2. In particular, the new RuII complexes do not exhibit photoluminescence, rather they harvest visible light efficiently and are very stable in solution under irradiation with blue light. Their non-emissive behavior has been related to the low electrochemical energy gaps and rationalized on the basis of theoretical calculations (DFT analysis) that predict low S0←T1 energy values. Moreover, the RuII complexes, despite being non-emissive, display excellent activities in the selective photocatalytic transformation of benzylamines into the corresponding imines. The presence of an electron-withdrawing group (-CF3) on the arene ring of the N-(arylsulfonyl)-8-amidoquinolate ligand improves the photocatalytic activity of the corresponding photocatalyst. Furthermore, all the experimental evidence, including transient absorption spectroscopy measurements suggest that singlet oxygen is the actual oxidant. The IrIII analogues are considerably more photosensitive and consequently less efficient photosensitizers (PSs).LAQV@REQUIMTEDQ - Departamento de QuímicaRUNYagüe, CristinaEchevarría, IgorVaquero, MónicaFidalgo, JairoCarbayo, AranchaJalón, Félix A.Lima, João C.Moro, Artur J.Manzano, Blanca R.Espino, Gustavo2022-02-17T01:31:01Z2020-09-212020-09-21T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10362/106376eng0947-6539PURE: 19725397https://doi.org/10.1002/chem.202001460info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2024-05-22T17:48:25Zoai:run.unl.pt:10362/106376Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T17:19:38.035966Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
title Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
spellingShingle Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
Yagüe, Cristina
photocatalysis
photooxidation of amines
Ru polypyridyl complexes
singlet oxygen
sulfonamides
Catalysis
Organic Chemistry
title_short Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
title_full Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
title_fullStr Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
title_full_unstemmed Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
title_sort Non-emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines
author Yagüe, Cristina
author_facet Yagüe, Cristina
Echevarría, Igor
Vaquero, Mónica
Fidalgo, Jairo
Carbayo, Arancha
Jalón, Félix A.
Lima, João C.
Moro, Artur J.
Manzano, Blanca R.
Espino, Gustavo
author_role author
author2 Echevarría, Igor
Vaquero, Mónica
Fidalgo, Jairo
Carbayo, Arancha
Jalón, Félix A.
Lima, João C.
Moro, Artur J.
Manzano, Blanca R.
Espino, Gustavo
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv LAQV@REQUIMTE
DQ - Departamento de Química
RUN
dc.contributor.author.fl_str_mv Yagüe, Cristina
Echevarría, Igor
Vaquero, Mónica
Fidalgo, Jairo
Carbayo, Arancha
Jalón, Félix A.
Lima, João C.
Moro, Artur J.
Manzano, Blanca R.
Espino, Gustavo
dc.subject.por.fl_str_mv photocatalysis
photooxidation of amines
Ru polypyridyl complexes
singlet oxygen
sulfonamides
Catalysis
Organic Chemistry
topic photocatalysis
photooxidation of amines
Ru polypyridyl complexes
singlet oxygen
sulfonamides
Catalysis
Organic Chemistry
description RTI2018-100709-B-C21 CTQ (QMC)-RED2018-102471-T) Junta de Castilla y Leon (BU087G19 FEDER (BU042U16-BU305P18).
publishDate 2020
dc.date.none.fl_str_mv 2020-09-21
2020-09-21T00:00:00Z
2022-02-17T01:31:01Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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url http://hdl.handle.net/10362/106376
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0947-6539
PURE: 19725397
https://doi.org/10.1002/chem.202001460
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