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The electronic characterization of conjugated aryl-substituted 2,5-bis(2-thien-2-ylethenyl) thiophene-based oligomers

Journal Article


Abstract


  • A series of 2,5-bis(2-thien-2-ylethenyl) thiophene-based oligomers with a para-R-arylethenyl substituent

    have been subjected to electrochemical (cyclic voltammetry and electronic absorption spectroscopy) and

    density functional theory characterization. The primary aim of this investigation is to characterize the

    behavior of these oligomers in the oxidized state. Oligomers without methyl ‘end-caps’ undergo facile

    r-dimerization; however there is no evidence for the formation of higher oligomers. The oxidized

    r-dimers exist in both cationic and dicationic form. Oligomers with methyl ‘end-caps’ do not show

    any evidence of r-dimerization. The inductive capacity of the para-R substituent has a significant bearing

    on the electronic properties of the oligomer, in particular, oligomers with more electron-withdrawing

    substituents have charge transfer character associated with the dominant electronic excitations.

Authors


  •   Earles, John C. (external author)
  •   van der Salm, Holly (external author)
  •   Wagner, Pawel
  •   Officer, David L.
  •   Gordon, Keith C. (external author)

Publication Date


  • 2013

Citation


  • Earles, J. C., Van der Salm, H., Wagner, P., Officer, D. L. & Gordon, K. C. (2013). The electronic characterization of conjugated aryl-substituted 2,5-bis(2-thien-2-ylethenyl) thiophene-based oligomers. Journal of Molecular Structure, 1047 (5 September), 80-86.

Scopus Eid


  • 2-s2.0-84878009366

Ro Metadata Url


  • http://ro.uow.edu.au/aiimpapers/856

Number Of Pages


  • 6

Start Page


  • 80

End Page


  • 86

Volume


  • 1047

Issue


  • 5 September

Abstract


  • A series of 2,5-bis(2-thien-2-ylethenyl) thiophene-based oligomers with a para-R-arylethenyl substituent

    have been subjected to electrochemical (cyclic voltammetry and electronic absorption spectroscopy) and

    density functional theory characterization. The primary aim of this investigation is to characterize the

    behavior of these oligomers in the oxidized state. Oligomers without methyl ‘end-caps’ undergo facile

    r-dimerization; however there is no evidence for the formation of higher oligomers. The oxidized

    r-dimers exist in both cationic and dicationic form. Oligomers with methyl ‘end-caps’ do not show

    any evidence of r-dimerization. The inductive capacity of the para-R substituent has a significant bearing

    on the electronic properties of the oligomer, in particular, oligomers with more electron-withdrawing

    substituents have charge transfer character associated with the dominant electronic excitations.

Authors


  •   Earles, John C. (external author)
  •   van der Salm, Holly (external author)
  •   Wagner, Pawel
  •   Officer, David L.
  •   Gordon, Keith C. (external author)

Publication Date


  • 2013

Citation


  • Earles, J. C., Van der Salm, H., Wagner, P., Officer, D. L. & Gordon, K. C. (2013). The electronic characterization of conjugated aryl-substituted 2,5-bis(2-thien-2-ylethenyl) thiophene-based oligomers. Journal of Molecular Structure, 1047 (5 September), 80-86.

Scopus Eid


  • 2-s2.0-84878009366

Ro Metadata Url


  • http://ro.uow.edu.au/aiimpapers/856

Number Of Pages


  • 6

Start Page


  • 80

End Page


  • 86

Volume


  • 1047

Issue


  • 5 September