Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles

We report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the d...

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Detalhes bibliográficos
Autores: Olmos Verge, Andrea, Gava, Riccardo, Caballero Bevia, Ana, Pérez Romero, Pedro José
Formato: artículo
Fecha de publicación:2018
País:España
Recursos:Universidad de Huelva (UHU)
Repositorio:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglés
OAI Identifier:oai:ariasmontano.uhu.es:10272/15974
Acesso em linha:http://hdl.handle.net/10272/15974
Access Level:acceso abierto
Palavra-chave:Alkanes
C-H bond functionalization
Electrophilicity
Metal carbene complexes
Nucleophilicity
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spelling Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as NucleophilesOlmos Verge, AndreaGava, RiccardoCaballero Bevia, AnaPérez Romero, Pedro JoséAlkanesC-H bond functionalizationElectrophilicityMetal carbene complexesNucleophilicityWe report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the drawback of previous model reactions of alkanes with strong electrophiles suffering from C-C cleavage processes, which precluded direct comparison of the relative reactivities of alkane C-H bonds.Wiley20182018-01-0120182018-01-01journal articlehttp://purl.org/coar/resource_type/c_6501info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10272/15974reponame:Arias Montano. Repositorio Institucional de la Universidad de Huelvainstname:Universidad de Huelva (UHU)InglésengJunta de Andalucia [P12-FQM-1765]info:eu-repo grantAgreement MINECO [CTQ2014-52769-C03-01, CTQ2014-52769-C03-02, CTQ2017-82893-C2-1-R, CTQ2014-62234-EXP, CTQ2015-73693-JIN, CTQ2017-87792-R]open accesshttp://purl.org/coar/access_right/c_abf2Atribución-NoComercial-SinDerivadas 3.0 Españahttp://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:ariasmontano.uhu.es:10272/159742026-06-02T14:58:11Z
dc.title.none.fl_str_mv Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
title Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
spellingShingle Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
Olmos Verge, Andrea
Alkanes
C-H bond functionalization
Electrophilicity
Metal carbene complexes
Nucleophilicity
title_short Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
title_full Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
title_fullStr Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
title_full_unstemmed Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
title_sort Measuring the Relative Reactivity of the Carbon-Hydrogen Bonds of Alkanes as Nucleophiles
dc.creator.none.fl_str_mv Olmos Verge, Andrea
Gava, Riccardo
Caballero Bevia, Ana
Pérez Romero, Pedro José
author Olmos Verge, Andrea
author_facet Olmos Verge, Andrea
Gava, Riccardo
Caballero Bevia, Ana
Pérez Romero, Pedro José
author_role author
author2 Gava, Riccardo
Caballero Bevia, Ana
Pérez Romero, Pedro José
author2_role author
author
author
dc.contributor.none.fl_str_mv
dc.subject.none.fl_str_mv Alkanes
C-H bond functionalization
Electrophilicity
Metal carbene complexes
Nucleophilicity
topic Alkanes
C-H bond functionalization
Electrophilicity
Metal carbene complexes
Nucleophilicity
description We report quantitative measurements of the relative reactivities of a series of C-H bonds of gaseous or liquid CnH2n+2 alkanes (n = 1-8, 29 different C-H bonds) towards insitu generated electrophiles (copper, silver, and rhodium carbenes), with methane as the reference. This strategy surpasses the drawback of previous model reactions of alkanes with strong electrophiles suffering from C-C cleavage processes, which precluded direct comparison of the relative reactivities of alkane C-H bonds.
publishDate 2018
dc.date.none.fl_str_mv 2018
2018-01-01
2018
2018-01-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10272/15974
url http://hdl.handle.net/10272/15974
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Junta de Andalucia [P12-FQM-1765]info:eu-repo grantAgreement MINECO [CTQ2014-52769-C03-01, CTQ2014-52769-C03-02, CTQ2017-82893-C2-1-R, CTQ2014-62234-EXP, CTQ2015-73693-JIN, CTQ2017-87792-R]
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:Arias Montano. Repositorio Institucional de la Universidad de Huelva
instname:Universidad de Huelva (UHU)
instname_str Universidad de Huelva (UHU)
reponame_str Arias Montano. Repositorio Institucional de la Universidad de Huelva
collection Arias Montano. Repositorio Institucional de la Universidad de Huelva
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812429

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