81720-46-9Relevant academic research and scientific papers
Reactions of N-Sulfinyl Compounds with the 1,2,4-Trithia-3,5-diborolane Ring System and Substitution Reaktionens at the 1,2,4-Trithia-3,5-diborolane and 1,2-Dithia-4-aza-3,5-diborolidine Systems
Meller, Anton,Habben, Carl
, p. 139 - 154 (1982)
The reaction of trimethylsilyl- and pentafluorophenyl-N-sulfinylamine respectively with 3,5-dihalogeno-1,2,4-trithia-3,5-diborolanes yields the 1,2-dithia-4-aza-3,5-diborolidines 1-3.Tert-butyl-N-sulfinylamine and 3,5-dimethyl-1,2,4-trithia-3,5-diborolane react analogous.Other N-sulfinylamines however split the disulfane bridge in 3,5-dimethyl-1,2,4-trithia-3,5-diborolane and the 1,4-dithia-2-aza-3,5-diborolidines 5(A)-7(A) are formed.Besides of boroxines, cyclo-2,4,6-trimethyl-1,3-dioxa-5-aza-2,4,6-triboranes and cyclo-2,4,6-trimethyl-1-oxa-3,5-diaza-2,4,6-triboranes are formed as byproducts, 8-10 have been isolated.In 1,2,4-trithia-3,5-diborolanes and 1,2-dithia-4-aza-3,5-diborolidines the bromo-atoms can be substituted by alkyl (13, 14), by amino (15-21) and by isothiocyanato groups.The compounds were characterised analytically and spectroscopycally (MS; NMR: 1H, 11B, 19F, 29Si; IR).Keywords: Boroxazines; 1,2-Dithia-4-aza-3,5-diborolidines; 1,4-Dithia-2-aza-3,5-diborolidines; N-Sulfonylcompounds; 1,2,4-Trithia-3,5-diborolane.
Reactions of Multiple Bond Systems with the 1,2,4-Trithia-3,5-diborolane Ring
Habben, Carl,Maringgele, Walter,Meller, Anton
, p. 43 - 53 (2007/10/02)
3,5-Dibromo-1,2,4-trithia-3,5-diborolane reacts with alkynes to give Δ4-2-bromo-1,3,2-dithiaborolenes.As a by-product in the reaction to form Δ4-2-bromo-4-phenyl-1,3,2-dithiaborolene the Δ2,5-4-bromo-2,6-diphenyl-1,4-thiaboracyclohexadiene is formed.Vinyltrimethylsilane reacts with 3,5-dimethyl-1,2,4-trithia-3,5-diborolane to yield the 2-methyl-4-trimethylsilyl-1,3,2-dithiaborolane.The bromine atom in these compounds can be substituted by lithium alkyls, by secondary as well as lithiated primary amines or by lithiohexamethyldisilazane.Starting from Δ4-2-t- butylamino-4-phenyl-1,3,2-dithiaborolene and heterocycles containing boron bromine functions, diborylamines are obtained.Isocyanates and di-i-propylcarbodiimide, respectively, react with 3,5-dimethyl-1,2,4-trithia-3,5-diborolane by formation of 5-methyl-1,4-dithia-2-azacyclopentanthiones(3) or of -pentanones(3). 3,5-Dimethyl-1,2,4-trithia-3,5-diborolane reacts with o-acetylaminophenol to give 3-acetyl-2-methyl-4,5-benzo-1-oxa-3-aza-2-boracyclopentane. 1H, 11B, 13C NMR, mass and IR spectra are reported. - Keywords: Δ4-1,3,2-Dithiaborolenes, Δ2,5-1,4-Thiaboracyclohexadienes, 2-Methyl-4-trimethylsilyl-1,3,2-dithiaborolane, NMR Spectra
