Tuning Reductive and Oxidative Photoinduced Electron Transfer in Amide-Linked Anthraquinone-Porphyrin-Ferrocene Architectures

Publication type:
Journal article
Metadata:
Autoren
  • Jascha Melomedov
  • Julian Robert Ochsmann
  • Michael Meister
  • Frederic Laquai
  • Katja Heinze
Autoren-URL
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000333981400015&DestLinkType=FullRecord&DestApp=WOS_CPL
DOI
10.1002/ejic.201400118
eISSN
1099-0682
Externe Identifier
  • Clarivate Analytics Document Solution ID: AE4UV
ISSN
1434-1948
Ausgabe der Veröffentlichung
11
Zeitschrift
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Schlüsselwörter
  • Electron transfer
  • Density functional calculations
  • Substituent effects
  • Porphyrinoids
  • Quinones
Paginierung
1984 - 2001
Datum der Veröffentlichung
2014
Status
Published
Titel
Tuning Reductive and Oxidative Photoinduced Electron Transfer in Amide-Linked Anthraquinone-Porphyrin-Ferrocene Architectures
Sub types
  • Article
Ausgabe der Zeitschrift
2014

Data source: Web of Science (Lite)

Other metadata sources:
Abstract
<jats:title>Abstract</jats:title><jats:p>Porphyrin amino acids <jats:bold>3a</jats:bold>–<jats:bold>3h</jats:bold> with <jats:italic>meso</jats:italic> substituents Ar of tunable electron‐donating power (Ar = 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>O<jats:italic>n</jats:italic>Bu, 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>OMe, 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>Me, Mes, C<jats:sub>6</jats:sub>H<jats:sub>5</jats:sub>, 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>F, 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>CF<jats:sub>3</jats:sub>, C<jats:sub>6</jats:sub>F<jats:sub>5</jats:sub>) have been linked at the N terminus to anthraquinone Q as electron acceptor through amide bonds to give Q‐P<jats:sup>Ar</jats:sup> dyads <jats:bold>4a</jats:bold>–<jats:bold>4h</jats:bold>. These were conjugated to ferrocene Fc at the C terminus as electron donor to give the acceptor‐chromophore‐donor Q‐P<jats:sup>Ar</jats:sup>‐Fc triads <jats:bold>6a</jats:bold>–<jats:bold>6h</jats:bold>. To further modify the energies of the electronically excited and charge‐separated states, the triads <jats:bold>6a</jats:bold>–<jats:bold>6h</jats:bold> were metallated with zinc(II) to give the corresponding Q‐(Zn)P<jats:sup>Ar</jats:sup>‐Fc triads <jats:bold>Zn‐6a</jats:bold>–<jats:bold>Zn‐6h</jats:bold>. The Q‐P<jats:sup>Ar1</jats:sup> dyad (Ar<jats:sup>1</jats:sup> = C<jats:sub>6</jats:sub>H<jats:sub>5</jats:sub>) was further extended with a second porphyrin P<jats:sup>Ar2</jats:sup> (Ar<jats:sup>2</jats:sup> = 4‐C<jats:sub>6</jats:sub>H<jats:sub>4</jats:sub>Me) as well as appended to a ferrocene to give the tetrad Q‐P<jats:sup>Ar1</jats:sup>‐P<jats:sup>Ar2</jats:sup>‐Fc <jats:bold>9</jats:bold>. Almost all the conjugates show strongly reduced fluorescence quantum yields and excited‐state lifetimes, which has been interpreted as photoinduced electron transfer (PET) either from the excited porphyrin to the quinone (oxidative PET) or from the ferrocene to the excited porphyrin (reductive PET). Electrochemical data, absorption spectroscopy, steady‐state emission, time‐resolved fluorescence, transient absorption pump‐probe spectroscopy as well as DFT calculations have been used to elaborate the preferred PET pathway (reductive vs. oxidative PET) in these architectures with systematically varied electron‐donating substituents at the central chromophore.</jats:p>
Autoren
  • Jascha Melomedov
  • Julian Robert Ochsmann
  • Michael Meister
  • Frédéric Laquai
  • Katja Heinze
DOI
10.1002/ejic.201400118
eISSN
1099-0682
ISSN
1434-1948
Ausgabe der Veröffentlichung
11
Zeitschrift
European Journal of Inorganic Chemistry
Sprache
en
Online publication date
2014
Paginierung
1984 - 2001
Datum der Veröffentlichung
2014
Status
Published
Herausgeber
Wiley
Herausgeber URL
http://dx.doi.org/10.1002/ejic.201400118
Datum der Datenerfassung
2023
Titel
Tuning Reductive and Oxidative Photoinduced Electron Transfer in Amide‐Linked Anthraquinone–Porphyrin–Ferrocene Architectures
Ausgabe der Zeitschrift
2014

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