Reactions of 2H-2-oxo-phosphorinanone derivatives and dimethylphosphine oxide with perfluorinated mono- and di-ketones
作者:A.A. Kadyrov、I. Neda、T. Kaukorat、A. Fischer、P.G. Jones、R. Schmutzler
DOI:10.1016/0022-1139(94)03162-s
日期:1995.5
two isomers 12a and 12b was observed. Reaction of a mixture of 12a and 12b with water led to 2-hydroxy-2-oxo-triazaphosphorinan-4,6-dione (15) and two further perfluorinated products 13 and 14. Dimethylphosphine oxide (3) reacted with perfluoro-isobutylmethyl ketone (4) to give the perfluoroalkyl-substituted α-hydroxyphosphine oxide 16. In contrast to 7-12, compound 16 was shown to contain the P-C-OH
5,6-苯并-1,3-二甲基-2- ħ -2-氧代- 1,3,2λ 4 -diazaphosphorinan -4-酮(1)和1,3,5-三甲基-2- ħ -2-氧代1,3,5-三氮杂- 2λ 4-磷酸二氢呋喃酮-4,6-二酮(2)与全氟异丁基甲基酮(4),全氟-1-甲基-2-异丙基二酮(5)和全氟-1-甲基-2-正丙基二酮反应(6)由于O-加成反应,通过形成POC键和氢原子从磷迁移到羰基碳原子而产生产物7-12。在2与6的反应中,观察到两个异构体12a和12b的形成。12a和12b的混合物与水的反应产生2-羟基-2-氧代-三氮杂膦酸-4,6-二酮(15)和另外两个全氟化产物13和14。二甲基氧化膦(3)与全氟异丁基甲基酮反应(4)得到全氟烷基取代的α-羟基膦氧化物16。与7-12相反,化合物16显示含有PC-OH片段而不是POC键。1 H,13 C和19 F NMR光谱。所有化合物均通过