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研究了顺 [1 溴 2 羟基 2 (对 甲氧基苯基 )乙基 ]膦酸二异丙酯羟基的反应性能。由于膦酸酯基和电负性的溴原子的吸电子作用 ,羟基氧原子周围的电子云密度降低 ,从而增强了羟基上质子的酸性并减弱了碱性条件下相应的烷氧基负离子的亲核能力 ,因而得到了有关羟基与酚进行Mitsunobu脱水反应和酯化反应的特殊反应性能。同时 ,由于氢键的作用和膦酸酯基团的空间障碍作用 ,羟基与酰氯的反应活性较低。
The reactivity of cis-1-bromo-2-hydroxy 2 (p-methoxyphenyl) ethyl] phosphonic acid diisopropyl hydroxyl was studied. Due to the electron-withdrawing effect of the phosphonate group and the electronegative bromine atom, the electron cloud density around the hydroxy oxygen atom is reduced, thereby enhancing the acidity of the proton on the hydroxyl group and weakening the affinity of the corresponding alkoxide anion under basic conditions Nuclear capabilities, and thus get the hydroxyl and phenol Mitsunobu dehydration and esterification reaction of the special reaction performance. At the same time, the hydroxyl group is less reactive with the acid chloride due to the hydrogen bonding effect and the steric hindrance of the phosphonate group.