Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors

Lade...
Vorschaubild
Dateien
Das_2-1cq4n7hiquxrb8.pdf
Das_2-1cq4n7hiquxrb8.pdfGröße: 947.63 KBDownloads: 38
Datum
2023
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
DOI (zitierfähiger Link)
ArXiv-ID
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Gold
Sammlungen
Core Facility der Universität Konstanz
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
RSC Advances. Royal Society of Chemistry (RSC). 2023, 13(6), pp. 3652-3660. eISSN 2046-2069. Available under: doi: 10.1039/d2ra07322f
Zusammenfassung

Three binary charge-transfer (CT) compounds resulting from the donor 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine (TOTA) and the acceptors F4TCNQ and F4BQ and of a pyrene-annulated azaacene (PAA) with the acceptor F4TCNQ are reported. The identity of these CT compounds are confirmed by single-crystal X-ray diffraction as well as by IR, UV-vis-NIR and EPR spectroscopy. X-ray diffraction analysis reveals a 1 : 1 stoichiometry for TOTA·F4TCNQ, a 2 : 1 donor : acceptor ratio in (TOTA)2·F4BQ, and a rare 4 : 1 stoichiometry in (PAA)4·F4TCNQ, respectively. Metrical parameters of the donor (D) and acceptor (A) constituents as well as IR spectra indicate full CT in TOTA·F4TCNQ, partial CT in (TOTA)2·F4BQ and only a very modest one in (PAA)4·F4TCNQ. Intricate packing motifs are present in the crystal lattice with encaged, π-stacked (F4TCNQ-)2 dimers in TOTA·F4TCNQ or mixed D/A stacks in the other two compounds. Their solid-state UV-vis-NIR spectra feature CT transitions. The CT compounds with F4TCNQ are electrical insulators, while (TOTA)2·F4BQ is weakly conducting.

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690DAS, Rajorshi, Michael LINSEIS, Stefan SCHUPP, Franciska S. GOGESCH, Lukas SCHMIDT-MENDE, Rainer F. WINTER, 2023. Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors. In: RSC Advances. Royal Society of Chemistry (RSC). 2023, 13(6), pp. 3652-3660. eISSN 2046-2069. Available under: doi: 10.1039/d2ra07322f
BibTex
@article{Das2023-01-30Organ-66096,
  year={2023},
  doi={10.1039/d2ra07322f},
  title={Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors},
  number={6},
  volume={13},
  journal={RSC Advances},
  pages={3652--3660},
  author={Das, Rajorshi and Linseis, Michael and Schupp, Stefan and Gogesch, Franciska S. and Schmidt-Mende, Lukas and Winter, Rainer F.}
}
RDF
<rdf:RDF
    xmlns:dcterms="http://purl.org/dc/terms/"
    xmlns:dc="http://purl.org/dc/elements/1.1/"
    xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
    xmlns:bibo="http://purl.org/ontology/bibo/"
    xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
    xmlns:foaf="http://xmlns.com/foaf/0.1/"
    xmlns:void="http://rdfs.org/ns/void#"
    xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > 
  <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/66096">
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/66096/1/Das_2-1cq4n7hiquxrb8.pdf"/>
    <dc:creator>Schmidt-Mende, Lukas</dc:creator>
    <dc:creator>Linseis, Michael</dc:creator>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/41"/>
    <dc:contributor>Gogesch, Franciska S.</dc:contributor>
    <dc:contributor>Schmidt-Mende, Lukas</dc:contributor>
    <dc:contributor>Winter, Rainer F.</dc:contributor>
    <dc:rights>Attribution 3.0 Unported</dc:rights>
    <dcterms:abstract>Three binary charge-transfer (CT) compounds resulting from the donor 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine (TOTA) and the acceptors F&lt;sub&gt;4&lt;/sub&gt;TCNQ and F&lt;sub&gt;4&lt;/sub&gt;BQ and of a pyrene-annulated azaacene (PAA) with the acceptor F&lt;sub&gt;4&lt;/sub&gt;TCNQ are reported. The identity of these CT compounds are confirmed by single-crystal X-ray diffraction as well as by IR, UV-vis-NIR and EPR spectroscopy. X-ray diffraction analysis reveals a 1 : 1 stoichiometry for TOTA·F&lt;sub&gt;4&lt;/sub&gt;TCNQ, a 2 : 1 donor : acceptor ratio in (TOTA)&lt;sub&gt;2&lt;/sub&gt;·F&lt;sub&gt;4&lt;/sub&gt;BQ, and a rare 4 : 1 stoichiometry in (PAA)&lt;sub&gt;4&lt;/sub&gt;·F&lt;sub&gt;4&lt;/sub&gt;TCNQ, respectively. Metrical parameters of the donor (D) and acceptor (A) constituents as well as IR spectra indicate full CT in TOTA·F&lt;sub&gt;4&lt;/sub&gt;TCNQ, partial CT in (TOTA)&lt;sub&gt;2&lt;/sub&gt;·F&lt;sub&gt;4&lt;/sub&gt;BQ and only a very modest one in (PAA)&lt;sub&gt;4&lt;/sub&gt;·F&lt;sub&gt;4&lt;/sub&gt;TCNQ. Intricate packing motifs are present in the crystal lattice with encaged, π-stacked (F&lt;sub&gt;4&lt;/sub&gt;TCNQ&lt;sup&gt;-&lt;/sup&gt;)&lt;sub&gt;2&lt;/sub&gt; dimers in TOTA·F&lt;sub&gt;4&lt;/sub&gt;TCNQ or mixed D/A stacks in the other two compounds. Their solid-state UV-vis-NIR spectra feature CT transitions. The CT compounds with F&lt;sub&gt;4&lt;/sub&gt;TCNQ are electrical insulators, while (TOTA)&lt;sub&gt;2&lt;/sub&gt;·F&lt;sub&gt;4&lt;/sub&gt;BQ is weakly conducting.</dcterms:abstract>
    <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/66096"/>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/66096/1/Das_2-1cq4n7hiquxrb8.pdf"/>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/41"/>
    <dc:language>eng</dc:language>
    <dcterms:issued>2023-01-30</dcterms:issued>
    <dc:contributor>Schupp, Stefan</dc:contributor>
    <dc:creator>Gogesch, Franciska S.</dc:creator>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2023-02-16T09:59:48Z</dcterms:available>
    <dc:contributor>Linseis, Michael</dc:contributor>
    <dc:creator>Winter, Rainer F.</dc:creator>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:creator>Schupp, Stefan</dc:creator>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by/3.0/"/>
    <dc:creator>Das, Rajorshi</dc:creator>
    <dc:contributor>Das, Rajorshi</dc:contributor>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2023-02-16T09:59:48Z</dc:date>
    <dcterms:title>Organic binary charge-transfer compounds of 2,2′ : 6′,2′′ : 6′′,6-trioxotriphenylamine and a pyrene-annulated azaacene as donors</dcterms:title>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
Begutachtet
Ja
Diese Publikation teilen