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A Sm(II)-mediated cascade approach to Dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation

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  • Matthew T. Levick
  • Iain Grace
  • Sheng-Yao Dai
  • Nicholas Kasch
  • Christopher Muryn
  • Colin Lambert
  • Michael L. Turner
  • David J. Procter
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<mark>Journal publication date</mark>18/04/2014
<mark>Journal</mark>Organic Letters
Issue number8
Volume16
Number of pages4
Pages (from-to)2292-2295
Publication statusPublished
Original languageEnglish

Abstract

Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.

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