6576-93-8Relevant academic research and scientific papers
1,2,5-Trithiepin: A 10π-Electron Heteroaromatic System
Ueng, Shou-Nan,Blumenstein, Michael,Grohmann, Klaus G.
, p. 2432 - 2436 (1997)
The unsubstituted 1,2,5-trithiepin (1) has been synthesized from the known 1,2,5-trithiepane (6) through two consecutive Pummerer rearrangements. Proton and carbon NMR spectra were completely analyzed, assigned, and correlated. The protons in 1 are shifted downfield by Δδ = 0.57 ppm for H3/H7 (δ = 6.57 ppm) and by 1.10 ppm for H4/H6 (δ = 7.24 ppm) relative to the 6,7-dihydro-1,2,5-trithiepin (7). These downfield shifts are comparable to thiophene, thus characterizing 1,2,5-trithiepin (1) as the first multisulfur 10π-aromatic diatropic molecule incorporating a disulfide linkage. 6,7-Dihydro-1,2,5-trithiepin (7) is a dynamic system. Variable-temperature 1H-NMR measurements of 7 yielded an estimated free energy of activation at the coalescence temperature (227 K) of ΔG? = 9.83 kcal/mol.
Condensation of 2,2'-Thiodiethanethiol with Benzaldehyde and Other Carbonyl Compounds (or Equivalent Thereof)
Xianming, Hu,Kellogg, Richard M.,Bolhuis, Fre van
, p. 707 - 716 (2007/10/02)
The acid-catalysed condensation of 2,2'-thiodiethanethiol 1 with carbonyl compounds (or equivalent thereof) can, under properly chosen conditions, lead in good yield to thiocrown ethers containing thioacetal units.The reaction with benzaldehyde 2 has been
Studies on the Formation of Dihydro-1,4-oxathiines by Halogenation of 1,3-Oxathiolanes.
Nevalainen, Vesa,Pohjala, Esko
, p. 1401 - 1421 (2007/10/02)
Formation of 5,6-dihydro-1,4-oxathiines (1a-g) by halogenation of 1,3-oxathiolanes (4a-g) was investigated.Moderate yields of (1) were obtained in systems in which the newly formed double bond of the heterocyclic ring was stabilised by conjugation.In addition to the dihydro-1,4-oxathiines (1a-g), their halogenated derivatives and some fused and spiro 1,4-oxathianes were produced as by-products.By-products of reactions were analysed by gas chromatography and mass-spectrometry.
