Mixed organofluorine-organosilicon chemistry. 4. Perfluoroenoxysilanes: synthesis and reactivity
Mixed organofluorine-organosilicon chemistry. 4. Perfluoroenoxysilanes: synthesis and reactivity
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混合有机氟-有机硅化学。
DOI：
10.1021/jo00076a029
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发表时间：
1993
影响因子：
3.6
通讯作者：
C. Portella*
中科院分区：
文献类型：
--
作者：
P. Doussot;C. Portella*
1-以酰基硅烷和全氟烷基碘为原料，合成了烷基（或芳基）-1-[（三烷基硅基）氧基]全氟烯烃。全氟有机锂和镁分别用于脂肪族和芳香族衍生物。这些烯氧基硅烷具有亲核和亲电子性质。它们是烯醇化物等价物，水解时生成2-氢全氟烷基酮或羟醛产物。它们与胺等亲核试剂反应生成β-烯氨基酮
1-Alkyl (or aryl)-1-[(trialkylsilyl)oxy]perfluoroalk-1-enes were synthesized from acylsilanes and perfluoroalkyl iodides. Perfluoroorganolithium and magnesium were used for aliphatic and aromatic derivatives, respectively. These enoxysilanes have nucleophilic as well as electrophilic properties. They are enolate equivalents, leading to 2-hydroperfluoroalkyl ketones on hydrolysis, or aldol products. With good nucleophiles like amines, they react as electron poor alkenes to give β-enamino ketones