Synthesis and electronic properties of bis-styryl substituted trimeric aryleneethynylenes. Comparison of cruciforms with iso-cruciforms

James N Wilson, Kenneth I. Hardcastle, Mira Josowicz, Uwe H F Bunz

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

Four 1,2-distyryl-4,5-bis(phenylethynyl)benzenes are described. A two step synthesis, a combination of Horner and Sonogashira methods is utilized. The targets and their para isomers were examined by UV-vis and fluorescence spectroscopies as well as by cyclic voltammetry. They show solvatochromic behavior and are easily oxidized if the styryl units carry dialkylamino substitutents. Single crystal structures of three derivatives have been obtained.

Original languageEnglish
Pages (from-to)7157-7167
Number of pages11
JournalTetrahedron
Volume60
Issue number34
DOIs
StatePublished - Aug 16 2004
Externally publishedYes

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Fluorescence Spectrometry
Fluorescence spectroscopy
Benzene
Ultraviolet spectroscopy
Isomers
Electronic properties
Cyclic voltammetry
Crystal structure
Single crystals
Derivatives

Keywords

  • Alkynes
  • Bandgap
  • Cruciforms
  • Distyrylbenzenes
  • Organic semiconductors
  • Solvatochromicity

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis and electronic properties of bis-styryl substituted trimeric aryleneethynylenes. Comparison of cruciforms with iso-cruciforms. / Wilson, James N; Hardcastle, Kenneth I.; Josowicz, Mira; Bunz, Uwe H F.

In: Tetrahedron, Vol. 60, No. 34, 16.08.2004, p. 7157-7167.

Research output: Contribution to journalArticle

Wilson, James N ; Hardcastle, Kenneth I. ; Josowicz, Mira ; Bunz, Uwe H F. / Synthesis and electronic properties of bis-styryl substituted trimeric aryleneethynylenes. Comparison of cruciforms with iso-cruciforms. In: Tetrahedron. 2004 ; Vol. 60, No. 34. pp. 7157-7167.
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