A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b

Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho -dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull π-extended curved a...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Zango, Germán, Zirzlmeier, Johannes, Claessens, Christian G, Clark, Timothy, Martínez-Díaz, M. Victoria, Guldi, Dirk M, Torres, Tomás
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5577
container_issue 1
container_start_page 5571
container_title
container_volume 6
creator Zango, Germán
Zirzlmeier, Johannes
Claessens, Christian G
Clark, Timothy
Martínez-Díaz, M. Victoria
Guldi, Dirk M
Torres, Tomás
description Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho -dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull π-extended curved aromatic macrocycles. From fluorescence experiments in solvents of different polarity we conclude a dual fluorescence, namely a delocalized singlet excited state (1.73 eV) and a polarized charge transfer state (
doi_str_mv 10.1039/c5sc01709b
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c5sc01709b</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c5sc01709b</sourcerecordid><originalsourceid>FETCH-rsc_primary_c5sc01709b3</originalsourceid><addsrcrecordid>eNqFjjFPwzAUhK0KpFbQhb3SY4MhrR0TqrAhCKJTh7JHjvuiuHp2LNtBysovJwOCAQluuZO-0-kYuxJ8LbgsN7qImostL5sZW-T8TmT3hSzPvnPO52wZ44lPklIU-XbBPh7BD7HL_EAEg4ujtZiC0YogDo3vUqeo16NyxiEcjcVQEeoUemf01PCe0KJLKoxgXNsHq5LpHdxUh90tqHdlSDWEazggwvN-9wC_z16y81ZRxOWXX7DVS_X29JqFqGsfjJ3G65-6_J9f_8Vrf2zlJyRMXRY</addsrcrecordid><sourcetype>Enrichment Source</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b</title><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central Open Access</source><source>PubMed Central</source><creator>Zango, Germán ; Zirzlmeier, Johannes ; Claessens, Christian G ; Clark, Timothy ; Martínez-Díaz, M. Victoria ; Guldi, Dirk M ; Torres, Tomás</creator><creatorcontrib>Zango, Germán ; Zirzlmeier, Johannes ; Claessens, Christian G ; Clark, Timothy ; Martínez-Díaz, M. Victoria ; Guldi, Dirk M ; Torres, Tomás</creatorcontrib><description>Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho -dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull π-extended curved aromatic macrocycles. From fluorescence experiments in solvents of different polarity we conclude a dual fluorescence, namely a delocalized singlet excited state (1.73 eV) and a polarized charge transfer state (&lt;1.7 eV). Pump probe experiments corroborate the dual nature of the fluorescence. On one hand, the delocalized singlet excited state gives rise to a several nanosecond lasting intersystem crossing yielding the corresponding triplet excited state. On the other hand, the polarized charge transfer state deactivates within a few picosesonds. Visualization of the charge transfer state was accomplished by means of molecular modeling with a slight polarization of the HOMO towards the electron donor and of the LUMO towards the electron acceptor. Unsymmetrical subphthalocyanine fused dimers have been prepared, resulting in unprecedented push-pull π-extended curved aromatic macrocycles.</description><identifier>ISSN: 2041-6520</identifier><identifier>EISSN: 2041-6539</identifier><identifier>DOI: 10.1039/c5sc01709b</identifier><language>eng</language><creationdate>2015-09</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,864,27915,27916</link.rule.ids></links><search><creatorcontrib>Zango, Germán</creatorcontrib><creatorcontrib>Zirzlmeier, Johannes</creatorcontrib><creatorcontrib>Claessens, Christian G</creatorcontrib><creatorcontrib>Clark, Timothy</creatorcontrib><creatorcontrib>Martínez-Díaz, M. Victoria</creatorcontrib><creatorcontrib>Guldi, Dirk M</creatorcontrib><creatorcontrib>Torres, Tomás</creatorcontrib><title>A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b</title><description>Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho -dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull π-extended curved aromatic macrocycles. From fluorescence experiments in solvents of different polarity we conclude a dual fluorescence, namely a delocalized singlet excited state (1.73 eV) and a polarized charge transfer state (&lt;1.7 eV). Pump probe experiments corroborate the dual nature of the fluorescence. On one hand, the delocalized singlet excited state gives rise to a several nanosecond lasting intersystem crossing yielding the corresponding triplet excited state. On the other hand, the polarized charge transfer state deactivates within a few picosesonds. Visualization of the charge transfer state was accomplished by means of molecular modeling with a slight polarization of the HOMO towards the electron donor and of the LUMO towards the electron acceptor. Unsymmetrical subphthalocyanine fused dimers have been prepared, resulting in unprecedented push-pull π-extended curved aromatic macrocycles.</description><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjjFPwzAUhK0KpFbQhb3SY4MhrR0TqrAhCKJTh7JHjvuiuHp2LNtBysovJwOCAQluuZO-0-kYuxJ8LbgsN7qImostL5sZW-T8TmT3hSzPvnPO52wZ44lPklIU-XbBPh7BD7HL_EAEg4ujtZiC0YogDo3vUqeo16NyxiEcjcVQEeoUemf01PCe0KJLKoxgXNsHq5LpHdxUh90tqHdlSDWEazggwvN-9wC_z16y81ZRxOWXX7DVS_X29JqFqGsfjJ3G65-6_J9f_8Vrf2zlJyRMXRY</recordid><startdate>20150914</startdate><enddate>20150914</enddate><creator>Zango, Germán</creator><creator>Zirzlmeier, Johannes</creator><creator>Claessens, Christian G</creator><creator>Clark, Timothy</creator><creator>Martínez-Díaz, M. Victoria</creator><creator>Guldi, Dirk M</creator><creator>Torres, Tomás</creator><scope/></search><sort><creationdate>20150914</creationdate><title>A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b</title><author>Zango, Germán ; Zirzlmeier, Johannes ; Claessens, Christian G ; Clark, Timothy ; Martínez-Díaz, M. Victoria ; Guldi, Dirk M ; Torres, Tomás</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c5sc01709b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zango, Germán</creatorcontrib><creatorcontrib>Zirzlmeier, Johannes</creatorcontrib><creatorcontrib>Claessens, Christian G</creatorcontrib><creatorcontrib>Clark, Timothy</creatorcontrib><creatorcontrib>Martínez-Díaz, M. Victoria</creatorcontrib><creatorcontrib>Guldi, Dirk M</creatorcontrib><creatorcontrib>Torres, Tomás</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zango, Germán</au><au>Zirzlmeier, Johannes</au><au>Claessens, Christian G</au><au>Clark, Timothy</au><au>Martínez-Díaz, M. Victoria</au><au>Guldi, Dirk M</au><au>Torres, Tomás</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b</atitle><date>2015-09-14</date><risdate>2015</risdate><volume>6</volume><issue>1</issue><spage>5571</spage><epage>5577</epage><pages>5571-5577</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>Unsymmetrical subphthalocyanine fused dimers have been prepared from appropriate ortho -dinitrile SubPc precursors. In particular, either electron-donating or electron-accepting substituents have been introduced on each SubPc constituent unit, resulting in unprecedented push-pull π-extended curved aromatic macrocycles. From fluorescence experiments in solvents of different polarity we conclude a dual fluorescence, namely a delocalized singlet excited state (1.73 eV) and a polarized charge transfer state (&lt;1.7 eV). Pump probe experiments corroborate the dual nature of the fluorescence. On one hand, the delocalized singlet excited state gives rise to a several nanosecond lasting intersystem crossing yielding the corresponding triplet excited state. On the other hand, the polarized charge transfer state deactivates within a few picosesonds. Visualization of the charge transfer state was accomplished by means of molecular modeling with a slight polarization of the HOMO towards the electron donor and of the LUMO towards the electron acceptor. Unsymmetrical subphthalocyanine fused dimers have been prepared, resulting in unprecedented push-pull π-extended curved aromatic macrocycles.</abstract><doi>10.1039/c5sc01709b</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 2041-6520
ispartof
issn 2041-6520
2041-6539
language eng
recordid cdi_rsc_primary_c5sc01709b
source DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central
title A push-pull unsymmetrical subphthalocyanine dimerElectronic supplementary information (ESI) available. See DOI: 10.1039/c5sc01709b
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-15T05%3A51%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=A%20push-pull%20unsymmetrical%20subphthalocyanine%20dimerElectronic%20supplementary%20information%20(ESI)%20available.%20See%20DOI:%2010.1039/c5sc01709b&rft.au=Zango,%20Germ%C3%A1n&rft.date=2015-09-14&rft.volume=6&rft.issue=1&rft.spage=5571&rft.epage=5577&rft.pages=5571-5577&rft.issn=2041-6520&rft.eissn=2041-6539&rft_id=info:doi/10.1039/c5sc01709b&rft_dat=%3Crsc%3Ec5sc01709b%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true