152572-47-9Relevant academic research and scientific papers
4,5-Diformyl-1,3-dithiol-2-ylidene substituted ethanals or ethanones and vinylogs of tetraformyltetrathiafulvalene from acetylenedicarbaldehyde and 3-thioxo-1,2-dithioles
Frere, Pierre,Belyasmine, Ahmed,Gouriou, Yvon,Jubault, Michel,Gorgues, Alain,et al.
, p. 975 - 984 (2007/10/02)
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
Frere,Belyasmine,Gorgues,Duguay,Boubekeur,Batail
, p. 4519 - 4522 (2007/10/02)
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.
