COPPER-CATALYZED ADDITION OF PERFLUOROALKYL IODIDES TO UNSATURATED ALCOHOLS AND TRANSFORMATION OF THE ADDITION-PRODUCTS

被引:37
作者
KOTORA, M
HAJEK, M
AMEDURI, B
BOUTEVIN, B
机构
[1] ACAD SCI CZECH REPUBL,INST CHEM PROC FUNDAMENTALS,ROZVOJOVA 135,CS-16502 PRAGUE 6,CZECH REPUBLIC
[2] ECOLE NATL SUPER CHIM MONTPELLIER,URA D11930,8 RUE ECOLE NORMALE,F-34053 MONTPELLIER,FRANCE
关键词
D O I
10.1016/0022-1139(93)02993-O
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Iodoperfluoroalkyl alcohols RFCH2CHI(CR2)nOH (RF = C6F13; R = H, CH3; n = 1-3,9) have been readily prepared in high yield by the addition of perfluoroalkyl iodides R(F)I to allylic and other unsaturated alcohols at 120-degrees-C in the presence of a catalytic amount (10% mol) of metallic copper powder. The dibenzoyl peroxide-induced reaction gave lower yields of the addition products in most cases. The chemical changes of iodoperfluoralkylated alcohols to epoxides and alcohols are described. A discussion of the by-products obtained and of the reaction mechanism is provided.
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页码:49 / 56
页数:8
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