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Crystal structures and theoretical calculations of trans-2,4,4-trimethyl-4-silathiane 1-oxide and 4,4-dimethyl-4-silathiane 1,1-dioxide

“…The sum of the absolute values of these flap angles is 103.8°, in exact coincidence with that in thiane 1-oxide 3 [12]. 1 Note that MP2/6-31G(d,p) calculations for various isomers of the chair conformers of 4-fluoro-4-chloro(bromo)-4-silathiane 1-oxides give the corresponding values in the ranges of 59.7763.2°and -40.9745.2°, respectively [11].…”

“…Their first representatives, 3,3-dimethyl-3-silathiane 1-oxide and 2,3,3-trimethyl-3-silathiane 1-oxide, have been synthesized in our group more than 10 years ago [1,2]. Later on, 4,4-dimethyl-4-silathiane 1-oxide [3], 2,2,3,3-tetramethyl-3-silathiane 1-oxide, 2,4,4-trimethyl-4-silathiane 1-oxide, and 2,4,4,6-tetramethyl-4-silathiane 1-oxide were obtained [4], some of their diastereomers separated and isolated as individuals, and their chemistry [5] and stereochemistry studied [6,7].…”

Chemistry of heterocyclic compounds at the A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, over 50 years (Review)

“…In the same laboratory allylsilanes were converted easily into 1,3-oxa-and 1,3-thiasilinanes 185a and 185b [451], and 1,4-aza-and 1,4-thiasilinanes 186a and 187b were obtained by dihydrobromination of divinyl(diorganyl)silanes followed by cyclization by the action of N-or S-nucleophiles [452]. Electrophilic cyclization of aminoalkylvinylsilanes leads to five-, six-, and seven-membered Si,N-containing heterocycles [453].…”

4,4-Dimethyl-1,4-thiasilinane and Its S-Functional Derivatives

“…In the course of the research into the properties and transformations of silathiacycloalkanes we have synthesized 3,3-dimethyl-1,3-thiasilinane S-oxide [7], 2,3,3-trimethyl-1,3-thiasilinane S-oxide, 2,3,3-tri-ÄÄÄÄÄÄÄÄÄÄÄÄ methyl-1,3-thiasilinane S,S-dioxide [8], 3,3-dimethyl-1-(phenylsulfonylimino)-1,3-thiasilinane, and 1,3,3-trimethyl-1,3-thiasilinan-1-ylium iodide [9,10], and studied their transformations [10]. These works have primarily focused on 1,3-thiasilinanes; the only available information on 1,4-thiasilinanes related to the synthesis of 1,4-thiasilinane and its sulfonium salt, 1,4,4-trimethyl-1,4-thiasilinan-1-ylium iodide [4].…”