Acylations of pentafluorosulfanylamine, SF5NH2. Part II. Reactions of N-pentafluorosulfanylcarbamylfluoride, SF5NHC(O)F, and N-pentafluorosulfanylperfluorosuccinimide, SF5(O) [1]
作者:Joseph S. Thrasher、Jon L. Howell、Alan F. Clifford
DOI:10.1016/s0022-1139(00)83163-2
日期:1984.4
The carbamyl fluoride SF5NHC(O)F reacts with both H2O and H2S to give the urea (SF5NH)2CO. Evidence supports that this reaction proceeds through a mechanism involving dehydrofluorination; whereas, the reagents PhLi and PCl5 serve only to dehydrofluorinate SF5NHC(O)F. The ring of the cyclic imide SF5NC(O)CF2CF2C(O) can be readily opened by nucleophiles to give products such as SF5NHC(O)CF2CF2C(O)OH
氨基甲酰氟SF 5 NHC(O)F与H 2 O和H 2 S反应生成尿素(SF 5 NH)2 CO。有证据表明该反应是通过涉及脱氟化氢的机制进行的;而试剂PhLi和PCl 5仅用于将SF 5 NHC(O)F脱氟化氢。亲核分子很容易将环状酰亚胺SF 5 NC(O)CF2CF2C(O)的环打开,得到SF 5 NHC(O)CF 2 CF 2 C(O)OH,SF 5 NHC(O)CF等产物2 CF 2 C(O)NH 2和SF 5NHC(O)CF 2 CF 2 C(O)OCH 3制备类似的六元和七元环状酰亚胺的尝试失败;然而,单- (SF 5 NHC(O)(CF 2)3,4 C(O)F)和二取代的产物(SF 5 NHC(O)(CF 2)3,4(O)NHSFÇ 5)形成。酰胺-酸氟化物容易被大气中的水分与酰胺酸水解SF 5 NHC(O)(CF 2)3,4 C(O)OH。