Studies on fluoroalkylation and fluoroalkoxylation. Part 3. Perfluoroalkylation of olefins with perfluoroalkyl-iodides and copper in various solvenets
作者:Qing-Yun Chen、Zhen-Yu Yang
DOI:10.1016/s0022-1139(00)81130-6
日期:1985.7
simple olefins in the presence of catalytic amounts of copper in diglyme or acetic anhydride to give adducts in high yields. The reaction can be moderately accelerated by irradiation, partly suppressed with -DNB and inhibited completely by hydroquinone. Fluorine-containing non-volatile amorphous solids were obtained when easily polymerized olefins, such as styrene and acrylates, were used as substrates
在二甘醇二甲醚或酸性酸酐中催化量的铜存在下,全氟烷基碘化物容易与简单的烯烃反应,从而以高收率得到加合物。该反应可以通过辐射适度地加速,部分被-DNB抑制,而完全被氢醌抑制。当易聚合的烯烃(如苯乙烯和丙烯酸酯)用作底物时,可获得含氟的非挥发性无定形固体。在相同条件下,全氟烷基碘化物和二烯丙基醚的反应得到五元环产物。所有结果似乎表明该反应是由电子转移引起的自由基链过程。在DMSO中,主要反应可能涉及全氟烷基铜中间体,这些中间体可能被碘苯和对苯二酚捕集,-DNB几乎没有抑制作用。