Jump to main content
Jump to site search

Issue 3, 2014
Previous Article Next Article

Synthesis and properties of fully-conjugated indacenedithiophenes

Author affiliations

Abstract

The synthesis and characterization of four fully-conjugated indacenedithiophenes (IDTs) are disclosed. In contrast to anthradithiophenes, regioselective synthesis of both syn and anti isomers is readily achieved. Thiophene fusion imparts increased paratropic character on the central indacene core as predicted by DFT calculations and confirmed by 1H NMR spectroscopy. IDTs exhibit red-shifted absorbance maxima with respect to their all-carbon analogues and undergo two-electron reduction and one-electron oxidation.

Graphical abstract: Synthesis and properties of fully-conjugated indacenedithiophenes

Back to tab navigation

Supplementary files

Publication details

The article was received on 19 Nov 2013, accepted on 09 Dec 2013 and first published on 10 Dec 2013


Article type: Edge Article
DOI: 10.1039/C3SC53181C
Citation: Chem. Sci., 2014,5, 1008-1014
  • Open access: Creative Commons BY license
  •   Request permissions

    Synthesis and properties of fully-conjugated indacenedithiophenes

    B. S. Young, D. T. Chase, J. L. Marshall, C. L. Vonnegut, L. N. Zakharov and M. M. Haley, Chem. Sci., 2014, 5, 1008
    DOI: 10.1039/C3SC53181C

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements