51501-77-0

Usage

Uses

Used in Organic Conductive Materials:
TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is used as a building block for the synthesis of organic conductive materials due to its stable and long-lived radical donor properties, which contribute to the enhanced electrical conductivity of these materials.
Used in Molecular Electronics:
In the field of molecular electronics, TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is utilized as a key component in the design and construction of molecular-scale electronic devices, leveraging its unique molecular structure and electronic properties.
Used in Organic Photovoltaics:
TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is employed as a material in organic photovoltaics for its potential to improve the efficiency and performance of solar cells, capitalizing on its ability to facilitate charge transport and generation.
Used in Molecular Magnets:
In the realm of molecular magnets, TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is used as a component to explore its magnetic properties, with the aim of developing advanced materials with unique magnetic behaviors.
Used in Organic Semiconductors:
TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is utilized in the development of organic semiconductors, where its electrical and magnetic properties are harnessed to create materials with improved semiconducting characteristics for use in various electronic applications.
Used in Advanced Electronic Devices and Materials:
TETRAKIS(METHYLTHIO)TETRATHIAFULVALENE is used as a promising candidate in the creation of advanced electronic devices and materials, owing to its interesting electrical and magnetic properties that can potentially enhance the performance and capabilities of these technologies.

InChI:InChI=1/C10H12S8/c1-11-5-6(12-2)16-9(15-5)10-17-7(13-3)8(14-4)18-10/h1-4H3

Upstream product

• 61485-46-9 4,5-bis(methylthio)-1,3-dithiol-2-one 
• 128457-00-1 4,5-ethylenedioxy-1,3-dithiole-2-thione 
• 144868-69-9 4,5-bis(p-acetoxybenzylsulfanyl)-1,3-dithiol-2-one 
• 337533-79-6 5-phenyl-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 
• 625851-31-2 6-(4'-methoxyphenyl)thieno[2,3-d][1,3]dithiol-2-one 
• 625851-32-3 6-(4'-bromophenyl)thieno[2,3-d][1,3]dithiol-2-one 
• 337533-81-0 5-(4'-methoxyphenyl)-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 
• 337533-84-3 5-(4'-bromophenyl)-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 
• 49638-64-4 4,5-bis(methylthio)-1,3-dithiole-2-thione 

Relevant academic research and scientific papers

Porphyrins fused with strongly electron-donating 1,3-dithiol-2-ylidene moieties: Redox control by metal cation complexation and anion binding

A new class of redox-active free base and metalloporphyrins fused with the 1,3-dithiol-2-ylidene subunits present in tetrathiafulvalene, termed MTTFP (M = H2, Cu, Ni, Zn), have been prepared and characterized. The strong electron-donating properties of MTTFP were probed by electrochemical measurement and demonstrated that oxidation potentials can be tuned by metalation of the free base form, H2TTFP. X-ray crystal structures of H 2TTFP, ZnTTFP, and CuTTFP revealed that a severe saddle-shape distortion was observed with the dithiole rings bent out of the plane toward one another in the neutral form. In contrast, the structure of the two-electron oxidized species (CuTFFP2+) is planar, corresponding to a change from a nonaromatic to aromatic structure upon oxidation. A relatively large two-photon absorption (TPA) cross-section value of H2TTFP 2+ (1200 GM) was obtained for the free base compound, a value that is much higher than those typically seen for porphyrins (- and Br - as revealed by thermal electron-transfer between ZnTTFP and Li +-encapsulated C60 (Li+@C60) in benzonitrile, which was switched on by the addition of either Cl- or Br- (as the tetrabutylammonium salts). The X-ray crystal structure of Cl--bound ZnTTFP was determined and provided support for the strong binding between the Cl- anion and the Zn 2+ cation present in ZnTTFP.

An in depth study of the formation of new tetrathiafulvalene derivatives from 1,8-diketones

A detailed study of the reactions of phosphorus pentasulfide and Lawesson's reagent with a series of 4,5-bis(RCOCH 2S)-1,3-dithiole-2-thiones (R=Ph, 4-MeOC6H4, 4-Br C6H4, Me) has been carried out. These reactions lead to fusion of either an unsaturated 1,4-dithiin ring or a thiophene to the dithiole; the former in higher yield, while the latter is a significant product in the reactions with Lawesson's reagent; as well as small amounts of minor products. A mechanistic rationalization of these products is discussed in some detail. The new fused dithioles have been converted to novel series of fused TTF derivatives.

Synthesis of Unsymmetrical Tetrakis(alkylsulfanyl)tetrathiafulvalene Derivatives

The p-acetoxybenzylsulfanyl protecting group is compatible with the triethylphosphite mediated cross-coupling of 4,5-bis(alkylsulfanyl)-1,3-dithiol-2-ones, providing access to bis(protected)tetrathiafulvalenes, and thus to tetrathiafulvalenedithiolate dia

A straightforward approach to the synthesis of unsymmetrical tetrathioalkyl tetrathiafulvalene derivatives

The p-acetoxybenzylthio protecting group has been found to be compatible with the triethylphosphite mediated cross-coupling of 4,5-dialkylthio-1,3-dithiol-2-ones, providing access to the tetrathiolate 5, and to dithiolates 11a and 11b, which are excellent

Unsymmetrically Substituted Ethylenedioxytetrathiafulvalenes

Seven new electron donors, 4,5-ethylenedioxytetrathiafulvalenes where 4',5'-substituents are trimethylenedithio, ethylenedithio, methylenedithio, 2-oxatrimethylenedithio, methylthio, hydrogen and methyl carboxylate, are prepared, and their electrochemical properties are investigated.