Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes

New stilbenoid and thiophenic compounds terminally functionalized with donor-donor, acceptor-acceptor and donoracceptor moieties and substituting a central [2,2]paracyclophane unit have been prepared and their properties interpreted in terms of through-bond and through space conjugations. A descript...

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Autores: Zafra, José L., Molina Ontoria, Agustín, Mayorga Burrezo, Paula, Peña Avarez, Miriam, Samoc, Marek, Szeremeta, Janusz, Ramínez, Francisco J., Lovander, Matthew D., Droske, Christopher J., Pappenfus, Ted M., Echegoyen, Luis, López Navarrete, Juan T., Martín, Nazario, Casado, Juan
Tipo de documento: artigo
Data de publicação:2017
País:España
Recursos:Universidad Complutense de Madrid (UCM)
Repositório:Docta Complutense
Idioma:inglês
OAI Identifier:oai:docta.ucm.es:20.500.14352/18371
Acesso em linha:https://hdl.handle.net/20.500.14352/18371
Access Level:Acceso aberto
Palavra-chave:547
Química orgánica (Química)
2306 Química Orgánica
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spelling Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]ParacyclophanesZafra, José L.Molina Ontoria, AgustínMayorga Burrezo, PaulaPeña Avarez, MiriamSamoc, MarekSzeremeta, JanuszRamínez, Francisco J.Lovander, Matthew D.Droske, Christopher J.Pappenfus, Ted M.Echegoyen, LuisLópez Navarrete, Juan T.Martín, NazarioCasado, Juan547Química orgánica (Química)2306 Química OrgánicaNew stilbenoid and thiophenic compounds terminally functionalized with donor-donor, acceptor-acceptor and donoracceptor moieties and substituting a central [2,2]paracyclophane unit have been prepared and their properties interpreted in terms of through-bond and through space conjugations. A description of the excited state properties based on photophysical data and with focus on the participation of the central [2,2]paracyclophane, or “phane” state, in competition with through-bond conjugation in the arms has been conducted. To this end, one-photon absorption and emission spectroscopy, as a function of temperature, of solvent polarity in solution and of pressure in solid state have been carried out. Furthermore, the analysis of charge delocalization in the face-toface [2,2]paracyclophane part in the neutral state and in the oxidized species (dications and trications) has been assessed allowing to elucidate the vibrational Raman fingerprint of charge delocalization in these systems. Thus, a complementary approach to “intermolecular” excitation and charge delocalization has been presented in [2,2]paracyclophane model systems by means of the pertinent spectroscopic techniques.ACSUniversidad Complutense de Madrid20172017-02-0120172017-02-01journal articlehttp://purl.org/coar/resource_type/c_6501info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/20.500.14352/18371reponame:Docta Complutenseinstname:Universidad Complutense de Madrid (UCM)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:docta.ucm.es:20.500.14352/183712026-06-02T12:44:21Z
dc.title.none.fl_str_mv Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
title Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
spellingShingle Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
Zafra, José L.
547
Química orgánica (Química)
2306 Química Orgánica
title_short Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
title_full Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
title_fullStr Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
title_full_unstemmed Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
title_sort Fingerprints of Through-Bond and Through-Space Exciton and Charge Conjugations in Linearly Extended [2,2]Paracyclophanes
dc.creator.none.fl_str_mv Zafra, José L.
Molina Ontoria, Agustín
Mayorga Burrezo, Paula
Peña Avarez, Miriam
Samoc, Marek
Szeremeta, Janusz
Ramínez, Francisco J.
Lovander, Matthew D.
Droske, Christopher J.
Pappenfus, Ted M.
Echegoyen, Luis
López Navarrete, Juan T.
Martín, Nazario
Casado, Juan
author Zafra, José L.
author_facet Zafra, José L.
Molina Ontoria, Agustín
Mayorga Burrezo, Paula
Peña Avarez, Miriam
Samoc, Marek
Szeremeta, Janusz
Ramínez, Francisco J.
Lovander, Matthew D.
Droske, Christopher J.
Pappenfus, Ted M.
Echegoyen, Luis
López Navarrete, Juan T.
Martín, Nazario
Casado, Juan
author_role author
author2 Molina Ontoria, Agustín
Mayorga Burrezo, Paula
Peña Avarez, Miriam
Samoc, Marek
Szeremeta, Janusz
Ramínez, Francisco J.
Lovander, Matthew D.
Droske, Christopher J.
Pappenfus, Ted M.
Echegoyen, Luis
López Navarrete, Juan T.
Martín, Nazario
Casado, Juan
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidad Complutense de Madrid
dc.subject.none.fl_str_mv 547
Química orgánica (Química)
2306 Química Orgánica
topic 547
Química orgánica (Química)
2306 Química Orgánica
description New stilbenoid and thiophenic compounds terminally functionalized with donor-donor, acceptor-acceptor and donoracceptor moieties and substituting a central [2,2]paracyclophane unit have been prepared and their properties interpreted in terms of through-bond and through space conjugations. A description of the excited state properties based on photophysical data and with focus on the participation of the central [2,2]paracyclophane, or “phane” state, in competition with through-bond conjugation in the arms has been conducted. To this end, one-photon absorption and emission spectroscopy, as a function of temperature, of solvent polarity in solution and of pressure in solid state have been carried out. Furthermore, the analysis of charge delocalization in the face-toface [2,2]paracyclophane part in the neutral state and in the oxidized species (dications and trications) has been assessed allowing to elucidate the vibrational Raman fingerprint of charge delocalization in these systems. Thus, a complementary approach to “intermolecular” excitation and charge delocalization has been presented in [2,2]paracyclophane model systems by means of the pertinent spectroscopic techniques.
publishDate 2017
dc.date.none.fl_str_mv 2017
2017-02-01
2017
2017-02-01
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 https://hdl.handle.net/20.500.14352/18371
url https://hdl.handle.net/20.500.14352/18371
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 ACS
publisher.none.fl_str_mv ACS
dc.source.none.fl_str_mv reponame:Docta Complutense
instname:Universidad Complutense de Madrid (UCM)
instname_str Universidad Complutense de Madrid (UCM)
reponame_str Docta Complutense
collection Docta Complutense
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,228081

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