Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme

The reaction of [(Me/BnTPEN)RuII(NCCH3)]2+ (BnTPEN = N1-benzyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine and MeTPEN = N1-methyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine) with mCPBA in the presence of chloride ions in CH3CN : H2O generated a novel (Me/BnTPEN)RuIII-OCl species a...

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Autores: Kumar, Rakesh, Ahsan, Faiza, Awasthi, Ayushi, Swart, Marcel, Draksharapu, Apparao
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Recursos: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:10256/23538
Acesso em linha:http://hdl.handle.net/10256/23538
Access Level:acceso abierto
Palavra-chave:Reaccions químiques
Chemical reactions
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spelling Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzymeKumar, RakeshAhsan, FaizaAwasthi, AyushiSwart, MarcelDraksharapu, ApparaoReaccions químiquesChemical reactionsThe reaction of [(Me/BnTPEN)RuII(NCCH3)]2+ (BnTPEN = N1-benzyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine and MeTPEN = N1-methyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine) with mCPBA in the presence of chloride ions in CH3CN : H2O generated a novel (Me/BnTPEN)RuIII-OCl species at room temperature. This hypochlorite adduct could also be obtained by the direct reaction of NaOCl and HClO4 with (L)RuII complexes. The current study mimics the synthesis of a metal hypochlorite adduct in a similar fashion as in the heme-dependent haloperoxidase enzyme. As an electrophilic oxidant, the ruthenium hypochlorite adduct catalyzes hydrogen atom abstraction reactions of phenols and their derivativesThe work presented here is financially supported by SERB (CRG/2019/003058), CSIR (01(3050)/21/EMR-II), AEI/MCIN (PID2020-114548GB-I00), and GenCat (2021 SGR 00487, 2022 FI_B 00118). Software for Chemistry & Materials (SCM) is acknowledged for a generous developer's license to MS. RK and AA are grateful to IIT Kanpur for their institute fellowships. Open Access funding provided thanks to the CSUC agreement with Royal Society of Chemistry (RSC)Royal Society of Chemistry2023info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionpeer-reviewedapplication/pdfhttp://hdl.handle.net/10256/23538http://hdl.handle.net/10256/23538Dalton Transactions, 2023, vol. 52, p. 12552-12559Articles publicats (D-Q)reponame: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/10.1039/D3DT02028Binfo:eu-repo/semantics/altIdentifier/issn/1477-9226info:eu-repo/semantics/altIdentifier/eissn/1477-9234Attribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:recercat.cat:10256/235382026-05-29T05:05:01Z
dc.title.none.fl_str_mv Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
title Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
spellingShingle Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
Kumar, Rakesh
Reaccions químiques
Chemical reactions
title_short Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
title_full Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
title_fullStr Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
title_full_unstemmed Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
title_sort Generation of Ru(iii)-hypochlorite with resemblance to the heme-dependent haloperoxidase enzyme
dc.creator.none.fl_str_mv Kumar, Rakesh
Ahsan, Faiza
Awasthi, Ayushi
Swart, Marcel
Draksharapu, Apparao
author Kumar, Rakesh
author_facet Kumar, Rakesh
Ahsan, Faiza
Awasthi, Ayushi
Swart, Marcel
Draksharapu, Apparao
author_role author
author2 Ahsan, Faiza
Awasthi, Ayushi
Swart, Marcel
Draksharapu, Apparao
author2_role author
author
author
author
dc.subject.none.fl_str_mv Reaccions químiques
Chemical reactions
topic Reaccions químiques
Chemical reactions
description The reaction of [(Me/BnTPEN)RuII(NCCH3)]2+ (BnTPEN = N1-benzyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine and MeTPEN = N1-methyl-N1,N2,N2-tris(pyridine-2-ylmethyl)ethane-1,2-diamine) with mCPBA in the presence of chloride ions in CH3CN : H2O generated a novel (Me/BnTPEN)RuIII-OCl species at room temperature. This hypochlorite adduct could also be obtained by the direct reaction of NaOCl and HClO4 with (L)RuII complexes. The current study mimics the synthesis of a metal hypochlorite adduct in a similar fashion as in the heme-dependent haloperoxidase enzyme. As an electrophilic oxidant, the ruthenium hypochlorite adduct catalyzes hydrogen atom abstraction reactions of phenols and their derivatives
publishDate 2023
dc.date.none.fl_str_mv 2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
peer-reviewed
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10256/23538
http://hdl.handle.net/10256/23538
url http://hdl.handle.net/10256/23538
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/D3DT02028B
info:eu-repo/semantics/altIdentifier/issn/1477-9226
info:eu-repo/semantics/altIdentifier/eissn/1477-9234
dc.rights.none.fl_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv Dalton Transactions, 2023, vol. 52, p. 12552-12559
Articles publicats (D-Q)
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 15,812429

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