Single-molecule conductance studies on quasi- and metallaaromatic dibenzoylmethane coordination compounds and their aromatic analogs

Mang, André; Rotthowe, Nils; Beltako, Katawoura; Linseis, Michael; Pauly, Fabian; Winter, Rainer F.

Single-molecule conductance studies on quasi- and metallaaromatic dibenzoylmethane coordination compounds and their aromatic analogs

Dateien

Mang_2-15kpkjalm1g9p9.pdfGröße: 3.09 MBDownloads: 11

Datum

2023

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Nanoscale. Royal Society of Chemistry (RSC). 2023, 15(11), pp. 5305-5316. ISSN 2040-3364. eISSN 2040-3372. Available under: doi: 10.1039/d2nr05670d

Zusammenfassung

The ability to predict the conductive behaviour of molecules, connected to macroscopic electrodes, represents a crucial prerequisite for the design of nanoscale electronic devices. In this work, we investigate whether the notion of a negative relation between conductance and aromaticity (the so-called NRCA rule) also pertains to quasi-aromatic and metallaaromatic chelates derived from dibenzoylmethane (DBM) and Lewis acids (LAs) that either do or do not contribute two extra dπ electrons to the central resonance-stabilised β-ketoenolate binding pocket. We therefore synthesised a family of methylthio-functionalised DBM coordination compounds and subjected them, along with their truly aromatic terphenyl and 4,6-diphenylpyrimidine congeners, to scanning tunneling microscope break-junction (STM-BJ) experiments on gold nanoelectrodes. All molecules share the common motif of three π-conjugated, six-membered, planar rings with a meta-configuration at the central ring. According to our results, their molecular conductances fall within a factor of ca. 9 in an ordering aromatic < metallaaromatic < quasi-aromatic. The experimental trends are rationalised by quantum transport calculations based on density functional theory (DFT).

Fachgebiet (DDC)

540 Chemie

Zitieren

ISO 690

MANG, André, Nils ROTTHOWE, Katawoura BELTAKO, Michael LINSEIS, Fabian PAULY, Rainer F. WINTER, 2023. Single-molecule conductance studies on quasi- and metallaaromatic dibenzoylmethane coordination compounds and their aromatic analogs. In: Nanoscale. Royal Society of Chemistry (RSC). 2023, 15(11), pp. 5305-5316. ISSN 2040-3364. eISSN 2040-3372. Available under: doi: 10.1039/d2nr05670d

BibTex

@article{Mang2023Singl-66591,
  year={2023},
  doi={10.1039/d2nr05670d},
  title={Single-molecule conductance studies on quasi- and metallaaromatic dibenzoylmethane coordination compounds and their aromatic analogs},
  number={11},
  volume={15},
  issn={2040-3364},
  journal={Nanoscale},
  pages={5305--5316},
  author={Mang, André and Rotthowe, Nils and Beltako, Katawoura and Linseis, Michael and Pauly, Fabian 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/123456789/66591">
    <dcterms:title>Single-molecule conductance studies on quasi- and metallaaromatic dibenzoylmethane coordination compounds and their aromatic analogs</dcterms:title>
    <dc:creator>Rotthowe, Nils</dc:creator>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc/3.0/"/>
    <dc:contributor>Winter, Rainer F.</dc:contributor>
    <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/66591"/>
    <dc:rights>Attribution-NonCommercial 3.0 Unported</dc:rights>
    <dc:creator>Beltako, Katawoura</dc:creator>
    <dc:contributor>Beltako, Katawoura</dc:contributor>
    <dc:creator>Linseis, Michael</dc:creator>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/66591/1/Mang_2-15kpkjalm1g9p9.pdf"/>
    <dc:creator>Mang, André</dc:creator>
    <dc:contributor>Pauly, Fabian</dc:contributor>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2023-04-14T07:54:34Z</dcterms:available>
    <dc:creator>Pauly, Fabian</dc:creator>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2023-04-14T07:54:34Z</dc:date>
    <dc:creator>Winter, Rainer F.</dc:creator>
    <dcterms:abstract>The ability to predict the conductive behaviour of molecules, connected to macroscopic electrodes, represents a crucial prerequisite for the design of nanoscale electronic devices. In this work, we investigate whether the notion of a negative relation between conductance and aromaticity (the so-called NRCA rule) also pertains to quasi-aromatic and metallaaromatic chelates derived from dibenzoylmethane (DBM) and Lewis acids (LAs) that either do or do not contribute two extra dπ electrons to the central resonance-stabilised β-ketoenolate binding pocket. We therefore synthesised a family of methylthio-functionalised DBM coordination compounds and subjected them, along with their truly aromatic terphenyl and 4,6-diphenylpyrimidine congeners, to scanning tunneling microscope break-junction (STM-BJ) experiments on gold nanoelectrodes. All molecules share the common motif of three π-conjugated, six-membered, planar rings with a meta-configuration at the central ring. According to our results, their molecular conductances fall within a factor of ca. 9 in an ordering aromatic &lt; metallaaromatic &lt; quasi-aromatic. The experimental trends are rationalised by quantum transport calculations based on density functional theory (DFT).</dcterms:abstract>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:language>eng</dc:language>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/66591/1/Mang_2-15kpkjalm1g9p9.pdf"/>
    <dc:contributor>Mang, André</dc:contributor>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:contributor>Rotthowe, Nils</dc:contributor>
    <dcterms:issued>2023</dcterms:issued>
    <dc:contributor>Linseis, Michael</dc:contributor>
  </rdf:Description>
</rdf:RDF>

Begutachtet

Ja