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

Article abstract of DOI:10.1007/BF00799013

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.