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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Weir, Ron / Stohner, Jürgen

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Volume 84, Issue 4 (Mar 2012)

Issues

Tetrathiafulvalene vinylogues as versatile building blocks for new organic materials

Yuming Zhao
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Guang Chen
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Karimulla Mulla
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Ilias Mahmud
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Shuai Liang
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Prateek Dongare
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ David W. Thompson
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Louise N. Dawe
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
/ Stephen Bouzan
  • Corresponding author
  • Department of Chemistry, Memorial University of Newfoundland, St. John’s, Newfoundland A1B 3X7, Canada
Published Online: 2012-03-23 | DOI: https://doi.org/10.1351/PAC-CON-11-09-22

Although tetrathiafulvalene (TTF) and its derivatives have been extensively studied as important organic electronic materials over the past half century, tetrathiafulvalene vinyl-ogues (TTFVs) still remain a relatively underdeveloped branch in the family of TTF derivatives. Our recent work has investigated the synthesis and characterization of a class of diphenyl-substituted TTFVs carrying alkynyl functionality. The unique conformational and redox properties of such TTFV derivatives along with the versatile chemistry enabled by acetylenic groups (e.g., metal-catalyzed coupling and click reactions) have led us to a variety of functional molecular architectures ranging from oligoynes, polymers, and molecular tweezers, to macrocycles. Property studies of these new TTFV-based molecular materials point to appealing applications in molecular electronics and optoelectronics.

Keywords: chemosensors; click reaction; cross-coupling; cycloaddition; electrochromism; π-conjugation; polymers; redox; tetrathiafulvalene

Conference

International Symposium on Novel Aromatic Compounds (ISNA-14), International Symposium on Novel Aromatic Compounds, ISNA, Novel Aromatic Compounds, 14th, Eugene, USA, 2011-07-24–2011-07-29

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About the article

Published Online: 2012-03-23

Published in Print: 2012-03-23


Citation Information: Pure and Applied Chemistry, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/PAC-CON-11-09-22. Export Citation

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