Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units

R. Berridge, P.J. Skabara, R. Andreu, J. Garin, J. Orduna, M. Torra

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

We report the synthesis and electropolymerisation of 1,3,5-tris(1,3-dithiole-2-ylidenephenylene)benzene 4. The resulting polymer features extended tetrathiafulvalene (TTF) units and can be considered as a cross-conjugated, cross-linked structure. Upon p-doping, electrochemical and UV-vis spectroelectrochemical experiments indicate that the polymer undergoes a unique coformational change within the dendralene unit from one definitive orthogonal arrangement to another.
Original languageEnglish
Pages (from-to)7871-7875
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number46
DOIs
Publication statusPublished - 14 Nov 2005

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Polymers
Oxidation
Electropolymerization
Benzene
Doping (additives)
Experiments
tetrathiafulvalene
3,4,5-trimethylenehepta-1,6-diene

Keywords

  • dendralenes
  • TTF
  • polymers

Cite this

Berridge, R. ; Skabara, P.J. ; Andreu, R. ; Garin, J. ; Orduna, J. ; Torra, M. / Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 46. pp. 7871-7875.
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Berridge, R, Skabara, PJ, Andreu, R, Garin, J, Orduna, J & Torra, M 2005, 'Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units', Tetrahedron Letters, vol. 46, no. 46, pp. 7871-7875. https://doi.org/10.1016/j.tetlet.2005.09.108

Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units. / Berridge, R.; Skabara, P.J.; Andreu, R.; Garin, J.; Orduna, J.; Torra, M.

In: Tetrahedron Letters, Vol. 46, No. 46, 14.11.2005, p. 7871-7875.

Research output: Contribution to journal › Article

TY - JOUR

T1 - Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units

AU - Berridge, R.

AU - Skabara, P.J.

AU - Andreu, R.

AU - Garin, J.

AU - Orduna, J.

AU - Torra, M.

PY - 2005/11/14

Y1 - 2005/11/14

N2 - We report the synthesis and electropolymerisation of 1,3,5-tris(1,3-dithiole-2-ylidenephenylene)benzene 4. The resulting polymer features extended tetrathiafulvalene (TTF) units and can be considered as a cross-conjugated, cross-linked structure. Upon p-doping, electrochemical and UV-vis spectroelectrochemical experiments indicate that the polymer undergoes a unique coformational change within the dendralene unit from one definitive orthogonal arrangement to another.

AB - We report the synthesis and electropolymerisation of 1,3,5-tris(1,3-dithiole-2-ylidenephenylene)benzene 4. The resulting polymer features extended tetrathiafulvalene (TTF) units and can be considered as a cross-conjugated, cross-linked structure. Upon p-doping, electrochemical and UV-vis spectroelectrochemical experiments indicate that the polymer undergoes a unique coformational change within the dendralene unit from one definitive orthogonal arrangement to another.

KW - dendralenes

KW - TTF

KW - polymers

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Berridge R, Skabara PJ, Andreu R, Garin J, Orduna J, Torra M. Probing the conformational changes upon oxidation in cross-conjugated architectures featuring vinylogous TTF units. Tetrahedron Letters. 2005 Nov 14;46(46):7871-7875. https://doi.org/10.1016/j.tetlet.2005.09.108

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