The aromatic carbon-carbon ipso-substitution reaction

Autores
Bonesi, Sergio Mauricio; Fagnoni, Maurizio
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The aim of this review is to illustrate what we have dubbed an aromatic carbon-carbon ipso-substitution reaction in which a new Ar-C bond is formed at the expense of another Ar-C bond. The potentiality of several C-based leaving groups including alkyl, carbinol, CN, COOH, and carbonyl groups in arylation reactions will be illustrated accordingly for the preparation of biphenyl-, vinyl-, alkynyl-, and alkyl-substituted aromatics. Getting the bond back together: The strategies are unveiled for an aromatic C-C ipso-substitution reaction. This process allows for the one-pot cleavage of Ar-C bonds (e.g., in alkyl and acyl (hetero)aromatics, in benzonitriles, in α,α- disubstituted arylmethanols, and in carboxylic acids) for the formation of a new Ar-C bond (see picture).
Fil: Bonesi, Sergio Mauricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Fagnoni, Maurizio. Università degli Studi di Pavia; Italia
Materia
Ar-C Bonds
Aromatic Substitution
Arylation
C-Based Leaving Groups
Cleavage Reactions
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/68830
Acceder
id CONICETDig_672e8cabc0af6fdfbafbb3365400362d
oai_identifier_str oai:ri.conicet.gov.ar:11336/68830
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling The aromatic carbon-carbon ipso-substitution reactionBonesi, Sergio MauricioFagnoni, MaurizioAr-C BondsAromatic SubstitutionArylationC-Based Leaving GroupsCleavage Reactionshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The aim of this review is to illustrate what we have dubbed an aromatic carbon-carbon ipso-substitution reaction in which a new Ar-C bond is formed at the expense of another Ar-C bond. The potentiality of several C-based leaving groups including alkyl, carbinol, CN, COOH, and carbonyl groups in arylation reactions will be illustrated accordingly for the preparation of biphenyl-, vinyl-, alkynyl-, and alkyl-substituted aromatics. Getting the bond back together: The strategies are unveiled for an aromatic C-C ipso-substitution reaction. This process allows for the one-pot cleavage of Ar-C bonds (e.g., in alkyl and acyl (hetero)aromatics, in benzonitriles, in α,α- disubstituted arylmethanols, and in carboxylic acids) for the formation of a new Ar-C bond (see picture).Fil: Bonesi, Sergio Mauricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Fagnoni, Maurizio. Università degli Studi di Pavia; ItaliaWiley VCH Verlag2010-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/68830Bonesi, Sergio Mauricio; Fagnoni, Maurizio; The aromatic carbon-carbon ipso-substitution reaction; Wiley VCH Verlag; Chemistry- A European Journal; 16; 46; 12-2010; 13572-135890947-6539CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/chem.201001478info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201001478info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:30:05Zoai:ri.conicet.gov.ar:11336/68830instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:30:05.225CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv The aromatic carbon-carbon ipso-substitution reaction
title The aromatic carbon-carbon ipso-substitution reaction
spellingShingle The aromatic carbon-carbon ipso-substitution reaction
Bonesi, Sergio Mauricio
Ar-C Bonds
Aromatic Substitution
Arylation
C-Based Leaving Groups
Cleavage Reactions
title_short The aromatic carbon-carbon ipso-substitution reaction
title_full The aromatic carbon-carbon ipso-substitution reaction
title_fullStr The aromatic carbon-carbon ipso-substitution reaction
title_full_unstemmed The aromatic carbon-carbon ipso-substitution reaction
title_sort The aromatic carbon-carbon ipso-substitution reaction
dc.creator.none.fl_str_mv Bonesi, Sergio Mauricio
Fagnoni, Maurizio
author Bonesi, Sergio Mauricio
author_facet Bonesi, Sergio Mauricio
Fagnoni, Maurizio
author_role author
author2 Fagnoni, Maurizio
author2_role author
dc.subject.none.fl_str_mv Ar-C Bonds
Aromatic Substitution
Arylation
C-Based Leaving Groups
Cleavage Reactions
topic Ar-C Bonds
Aromatic Substitution
Arylation
C-Based Leaving Groups
Cleavage Reactions
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The aim of this review is to illustrate what we have dubbed an aromatic carbon-carbon ipso-substitution reaction in which a new Ar-C bond is formed at the expense of another Ar-C bond. The potentiality of several C-based leaving groups including alkyl, carbinol, CN, COOH, and carbonyl groups in arylation reactions will be illustrated accordingly for the preparation of biphenyl-, vinyl-, alkynyl-, and alkyl-substituted aromatics. Getting the bond back together: The strategies are unveiled for an aromatic C-C ipso-substitution reaction. This process allows for the one-pot cleavage of Ar-C bonds (e.g., in alkyl and acyl (hetero)aromatics, in benzonitriles, in α,α- disubstituted arylmethanols, and in carboxylic acids) for the formation of a new Ar-C bond (see picture).
Fil: Bonesi, Sergio Mauricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Fagnoni, Maurizio. Università degli Studi di Pavia; Italia
description The aim of this review is to illustrate what we have dubbed an aromatic carbon-carbon ipso-substitution reaction in which a new Ar-C bond is formed at the expense of another Ar-C bond. The potentiality of several C-based leaving groups including alkyl, carbinol, CN, COOH, and carbonyl groups in arylation reactions will be illustrated accordingly for the preparation of biphenyl-, vinyl-, alkynyl-, and alkyl-substituted aromatics. Getting the bond back together: The strategies are unveiled for an aromatic C-C ipso-substitution reaction. This process allows for the one-pot cleavage of Ar-C bonds (e.g., in alkyl and acyl (hetero)aromatics, in benzonitriles, in α,α- disubstituted arylmethanols, and in carboxylic acids) for the formation of a new Ar-C bond (see picture).
publishDate 2010
dc.date.none.fl_str_mv 2010-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/68830
Bonesi, Sergio Mauricio; Fagnoni, Maurizio; The aromatic carbon-carbon ipso-substitution reaction; Wiley VCH Verlag; Chemistry- A European Journal; 16; 46; 12-2010; 13572-13589
0947-6539
CONICET Digital
CONICET
url http://hdl.handle.net/11336/68830
identifier_str_mv Bonesi, Sergio Mauricio; Fagnoni, Maurizio; The aromatic carbon-carbon ipso-substitution reaction; Wiley VCH Verlag; Chemistry- A European Journal; 16; 46; 12-2010; 13572-13589
0947-6539
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/chem.201001478
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201001478
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1846781890939322368
score 12.982451

Publicaciones similares