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 Cl2 or Br2 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.

Bortolini, O., Bottai, M., Chiappe, C., Conte, V., Pieraccini, D. (2002). Trihalide-based ionic liquids. Reagent-solvents for stereoselective iodination of alkenes and alkynes. GREEN CHEMISTRY, 4(6), 621-627 [10.1039/b209436n].

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

CONTE, VALERIA;
2002-01-01

Abstract

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 Cl2 or Br2 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.
2002
Pubblicato
Rilevanza internazionale
Articolo
Sì, ma tipo non specificato
Settore CHIM/06 - CHIMICA ORGANICA
English
Con Impact Factor ISI
Bortolini, O., Bottai, M., Chiappe, C., Conte, V., Pieraccini, D. (2002). Trihalide-based ionic liquids. Reagent-solvents for stereoselective iodination of alkenes and alkynes. GREEN CHEMISTRY, 4(6), 621-627 [10.1039/b209436n].
Bortolini, O; Bottai, M; Chiappe, C; Conte, V; Pieraccini, D
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/11747
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