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 language | English |
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Title of host publication | Comprehensive Heterocyclic Chemistry IV |
Publisher | Elsevier |
Pages | 834-994 |
Number of pages | 161 |
ISBN (Electronic) | 9780128186565 |
ISBN (Print) | 9780128186558 |
DOIs | |
Publication status | Published - 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