Dimethylsilanethione — Generation by retro-ene reaction and cycloaddition with ketene

Gas-Phase Generation and Photoelectron Spectra of Dimethyl- and Diisopropylsilanethiones1

“…1 H NMR (CDCl3): δ 0.35 (6 H, d, 3.4 Hz), 3.16 (2 H, dm, 6.9 Hz), 4.68 (1 H, hept, 3.4 Hz), 4.99 (1 H, dt, 9.9 and 1.5 Hz), 5.12 (1 H, dt, 16.9 and 1.5 Hz), 5.84 ppm (1 H, ddt, 16.9, 9.9 and 6.9 Hz). 13 C NMR (CDCl3): δC -1.7 (2 C), 30.5, 116.0, 137.4 ppm. Anal.…”

“…1 H NMR (CDCl3): δ 1.05 (12 H, d, 3.7 Hz), 1.14 (2 H, m), 2.25 (1 H, t, 2.7 Hz), 3.29 (2 H, d, 2.7 Hz), 4.29 ppm (1 H, t, 2.0 Hz). 13 2H, dt, 6.8 and 1.5 Hz), 4.14 (1 H, t, 1.8 Hz), 4.97 (1 H, dt, 9.9 and 1.5 Hz), 5.09 (1 H, dt, 16.9 and 1.5 Hz), 5.82 ppm (1 H, ddt, 16.9, 9.9 and 6.8 Hz). 13 Upon FVT at 600 °C, 1b gave, in addition to allene, cyclodimer 1a (M + 179.9908, calcd 179.9918); monomeric dimethylsilanethione 1 was not observed by this method.…”

“…13 2H, dt, 6.8 and 1.5 Hz), 4.14 (1 H, t, 1.8 Hz), 4.97 (1 H, dt, 9.9 and 1.5 Hz), 5.09 (1 H, dt, 16.9 and 1.5 Hz), 5.82 ppm (1 H, ddt, 16.9, 9.9 and 6.8 Hz). 13 Upon FVT at 600 °C, 1b gave, in addition to allene, cyclodimer 1a (M + 179.9908, calcd 179.9918); monomeric dimethylsilanethione 1 was not observed by this method. Compound 1c, when thermolyzed at 700 °C, gave the same results, with propene instead of allene.…”

Flash Vacuum Thermolysis Synthesis of New Reactive Compounds Containing a Silicon−Heteroatom Double Bond

“…Its structure, established by HRMS and NMR, was confirmed by its FVT at higher temperature, giving thioketene and dimethylsilanone cyclic trimer 42. [41] Scheme 8…”

Chemistry of Compounds with Silicon–Sulphur, Silicon–Selenium and Silicon–Tellurium Bonds

“…Thus, pyrolysing the propargylthiosilane 9 at 600°C gives the silanethione which dimerises, while in the presence of ketene at 800°C the 4-membered ring 10 results. The latter decomposes at 900°C to give silanone and thioketene (equation 26) 51 .…”