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
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/68830
Ver los metadatos del registro completo
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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 Técnicas2025-09-29T10:00:34Zoai: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:34982025-09-29 10:00:34.843CONICET 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) |
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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 |
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1844613788371779584 |
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13.070432 |