Synthesis of telechelic dienes from fluorinated α,ω-diiodoalkanes. Part I. Divinyl and diallyl derivatives from model I(C2F4)nI compounds
作者:A. Manseri、B. Améduri、B. Boutevin、M. Kotora、M. Hajek、G. Caporiccio
DOI:10.1016/0022-1139(95)03231-2
日期:1995.8
The synthesis of five fluorinated non-conjugated dienes from commercially available α,ω-diiodoperfluoroalkanes is described. Preparation of the fluorinated divinyl derivatives H2C=CH(CF2)nCH=CH2 (n = 2, 4, 6) (2,2, 2,4 and 2,6) was effected by ethylenation of these diiodinated compounds in various ways followed by dehydroiodination in ethanolic potassium hydroxide. Allyl diolefines, H2C=CHCH2(CF2)nCH2CH=CH2
描述了由市售的α,ω-二碘全氟烷烃合成五个氟化的非共轭二烯。氟化二乙烯基衍生物的制备H 2 C = CH(CF 2)Ñ CH = CH 2(Ñ = 2,4,6)(2,2,2,4-和2,6-)通过这些二碘化化合物的ethylenation实现以各种方式,然后在乙醇氢氧化钾中进行加氢碘化。烯丙基二烯烃,H 2 C = CHCH 2(CF 2)n CH 2 CH = CH 2(4,4和4,6)是通过乙酸烯丙酯的α,ω-双端聚反应,然后在锌的存在下进行脱碘乙酰乙酸化而产生的。由于最终通过β-断裂分解α,ω-二碘全氟乙烷,因此获得了各自的二烯丙基4,4和4,6的二乙酸酯前体3,4和3,6,而不是二乙酸酯3,2。这五个氟化的非共轭二烯已通过1 H,13 C和19 F NMR光谱进行了表征。