136057-45-9

Upstream product

• 3467-29-6 4-p-tolyl-1,2-dithiol-3-thione 
• 74149-25-0 4,4-diethoxy-2-butynal 

Downstream Products

• 152265-70-8 C₂₈H₂₀O₄S₄ 
• 152547-66-5 5-Diethoxymethyl-2-[2-oxo-1-p-tolyl-eth-(Z)-ylidene]-[1,3]dithiole-4-carbaldehyde 
• 152572-47-9 2-(2-Oxo-1-p-tolyl-ethylidene)-[1,3]dithiole-4,5-dicarbaldehyde 

Relevant academic research and scientific papers

Vinylogs of Tetrathiafulvalene (TTF) Bearing four 1,4-Dithiafulven-6-yl Substituents : Novel Highly Extended and Sulfur-rich ?-Donors

The title compounds 1 were synthesized from the mono-diEt-acetal of acetylenedicarbaldehyde and 2-thioxo-1,3-dithioles through three key steps: cyloaddition, dimerization-desulphurization of the resulting thials, and after deketalization, fourfold Wittig olefination of the tetraformyl TTF-vinylogs 4 with the P-ylids Wα-γ bearing the 1,3-dithiol-2-ylidene moiety.Cyclic voltammetry shows that these compounds are very strong ?-donors and good precursors of conducting cation-radical salts.

4,5-Diformyl-1,3-dithiol-2-ylidene substituted ethanals or ethanones and vinylogs of tetraformyltetrathiafulvalene from acetylenedicarbaldehyde and 3-thioxo-1,2-dithioles

The cycloaddition of 3-thioxo-1,2-dithioles onto mono-(diEt)-acetal of acetylenedicarbaldehyde gives stable thials or thiones 5'.The thials are readily converted into 2 by dimerization with loss of sulfur, and the trans-configuration at the central C=C bond is demonstarated by UV-visible spectroscopy.For thiones or thials 5('), the conversion of the C=S to C=O group with mercutic acetate-acetic acid leads to trialdehydes 1.The X-ray structure and spectroscopic studies reveal a δ-cis conformation in all our X=S or X=O compounds due to S...S or S...O 1,5-interactions. cycloaddition / but-2-ynedial / 3-thioxo-1,2-dithiole / intramolecular interaction / TTF

Cycloaddition of 3-thioxo-1,2-dithioles onto acetylenedicarbaldehyde and its mono-diethylacetal: Ready access to intermediates in the tetrathiafulvalene (TTF) series

The 4,5-diformyl-1,3-dithiol-2-ylidene ethanals and ethanones 4 are prepared by a three-step sequence from acetylenedicarbaldehyde mono-diEt-acetal and 3-thioxo-1,4-dithioles. Their X-ray diffraction structure, 1H nmr and IR properties, reveal a δ-cis conformation in the solid state and in solution, due to strong S...O 1,5-internal bonding interactions.