1,3-Dithioles

Sebahat Topal, Recep Isci, Sema Topal, Ozan Karakaya, Bibi Amna, Dilara Gunturkun, Turan Ozturk

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

3 Citations (Scopus)

Abstract

This chapter covers the synthesis, reactivity, characterization, and applications of 1,3-dithiolylium ions, 1,3-dithiole-2-ones, 1,3-dithiole-2-thiones, and 1,3-dithioles in general, which are five-membered heterocycles possessing two sulfur atoms at 1- and 3-position of the ring. All synthetic procedures on the ring carbon and heteroatoms along with the substituents attached to them have been reviewed comprehensively with respect to the 1,3-dithiole reactivity. The synthetic protocols of tetrathiafulvalenes (TTFs) and their π-extended derivatives ex-TTFs, have been reviewed in a broad section as a subclass of 1,3-dithiole compounds due to their widespread utility as organic electronic donors for applications in material science such as organic semiconductors, organic metals and superconductors. Additionally, applications of 1,3-dithiole derivatives in the last decade as organic sensors, solar cells, transistors have also been discussed and explained with experimental and theoretical methods. Some of the 1,3-dithiole derivatives with significant applications in supramolecular chemistry and healthcare industry have also been included in this chapter.

Original languageEnglish
Title of host publicationComprehensive Heterocyclic Chemistry IV
PublisherElsevier
Pages834-994
Number of pages161
ISBN (Electronic)9780128186565
ISBN (Print)9780128186558
DOIs
Publication statusPublished - 1 Jan 2021

Bibliographical note

Publisher Copyright:
© 2022 Elsevier Ltd. All rights reserved.

Keywords

  • 1,3-Dithiole-2-one
  • 1,3-Dithiole-2-thione
  • 1,3-Dithioles
  • Coupling reactions
  • Donor-acceptor
  • Metal-complex
  • Phosphite-mediated cross-coupling reaction
  • Ring reactivity
  • Substituents reactivity
  • Tetrathiafulvalenes
  • π-Extended tetrathiafulvalenes

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