Trihalide-based ionic liquids. Reagent-solvents for stereoselective iodination of alkenes and alkynes

被引：72
作者：
Bortolini, O
Bottai, M
Chiappe, C
Conte, V
Pieraccini, D
机构：
[1] Univ Ferrara, Dipartmento Chim, I-44100 Ferrara, Italy
[2] Dipartimento Chim Bioorgan & Biofarm, I-56126 Pisa, Italy
[3] Dipartimento Sci & Tecnol Chim, I-00133 Rome, Italy
来源：
GREEN CHEMISTRY | 2002年 / 4卷 / 06期
关键词：
D O I：
10.1039/b209436n
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A study of the preparation of trihalide-based room temperature ionic liquids (ILs) has been made and the structure of trihalide ions has been investigated by electrospray ionization mass spectroscopy and NMR. The best procedure consists of mixing equimolar amount of ICl to [hmim][Cl] and IBr to [bmim][Br] or alternatively Cl-2 or Br-2 to [emim][I]. Trihalide ILs thus generated have been tested as reagent-solvents, or as reagents carrying out the reactions in [bmim][PF6], in iodobromination as well as iodochlorination of alkenes and alkynes. Furthermore, the addition of ICl and IBr in [bmim][PF6] was investigated. Yields of vic-iodochloro or iodobromo adducts from very good to almost quantitative are observed for all the substrates examined.
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页码：621 / 627
页数：7
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