Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes

An enantiopure helical ferrocene (Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2catalyzed cycloisomerization of planar-chiral 2-ethynyl-1-(4-phenanthrenyl)ferrocene (Rp)-6f, prepared in 3 steps from known enantiopure sulfinyl ferrocenyl boronic acid (SS,Sp)-7, as the so...

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Detalhes bibliográficos
Autores: Urbano Pujol, Antonio, Hoyo del, Ana María del, Martínez-Carrión, Alicia, Carreño García, Carmen
Formato: artículo
Fecha de publicación:2019
País:España
Recursos:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/709182
Acesso em linha:http://hdl.handle.net/10486/709182
https://dx.doi.org/10.1021/acs.orglett.9b01522
Access Level:acceso abierto
Palavra-chave:Aromatic compounds
Chirality
Isomerization
Reaction products
Sandwich compounds
Química
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spelling Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical FerrocenesUrbano Pujol, AntonioHoyo del, Ana María delMartínez-Carrión, AliciaCarreño García, CarmenAromatic compoundsChiralityIsomerizationReaction productsSandwich compoundsQuímicaAn enantiopure helical ferrocene (Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2catalyzed cycloisomerization of planar-chiral 2-ethynyl-1-(4-phenanthrenyl)ferrocene (Rp)-6f, prepared in 3 steps from known enantiopure sulfinyl ferrocenyl boronic acid (SS,Sp)-7, as the source of planar chirality. This pentacyclic helical ferrocene showed a very high optical rotation value and strong CD signalsWe thank Ministerio de Economía y Competitividad (Grant CTQ2017‐83309‐P) for financial supportAmerican Chemical SocietyDepartamento de Química OrgánicaFacultad de Ciencias20192019-06-05research articlehttp://purl.org/coar/resource_type/c_2df8fbb1AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/709182https://dx.doi.org/10.1021/acs.orglett.9b01522reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/7091822026-06-23T12:46:27Z
dc.title.none.fl_str_mv Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
title Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
spellingShingle Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
Urbano Pujol, Antonio
Aromatic compounds
Chirality
Isomerization
Reaction products
Sandwich compounds
Química
title_short Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
title_full Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
title_fullStr Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
title_full_unstemmed Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
title_sort Asymmetric Synthesis and Chiroptical Properties of Enantiopure Helical Ferrocenes
dc.creator.none.fl_str_mv Urbano Pujol, Antonio
Hoyo del, Ana María del
Martínez-Carrión, Alicia
Carreño García, Carmen
author Urbano Pujol, Antonio
author_facet Urbano Pujol, Antonio
Hoyo del, Ana María del
Martínez-Carrión, Alicia
Carreño García, Carmen
author_role author
author2 Hoyo del, Ana María del
Martínez-Carrión, Alicia
Carreño García, Carmen
author2_role author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Aromatic compounds
Chirality
Isomerization
Reaction products
Sandwich compounds
Química
topic Aromatic compounds
Chirality
Isomerization
Reaction products
Sandwich compounds
Química
description An enantiopure helical ferrocene (Rp)-5 with five ortho-condensed aromatic rings was synthesized using a PtCl2catalyzed cycloisomerization of planar-chiral 2-ethynyl-1-(4-phenanthrenyl)ferrocene (Rp)-6f, prepared in 3 steps from known enantiopure sulfinyl ferrocenyl boronic acid (SS,Sp)-7, as the source of planar chirality. This pentacyclic helical ferrocene showed a very high optical rotation value and strong CD signals
publishDate 2019
dc.date.none.fl_str_mv 2019
2019-06-05
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/709182
https://dx.doi.org/10.1021/acs.orglett.9b01522
url http://hdl.handle.net/10486/709182
https://dx.doi.org/10.1021/acs.orglett.9b01522
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
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
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,198674

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