RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2003(1): 0024-0026
DOI: 10.1055/s-2003-36254
DOI: 10.1055/s-2003-36254
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
New Quaternary Polyfluoroalkyl-1,2,4-Triazolium Salts Leading to Ionic Liquids
Weitere Informationen
Received
25 September 2002
Publikationsdatum:
18. Dezember 2002 (online)
Publikationsverlauf
Publikationsdatum:
18. Dezember 2002 (online)
Abstract
1-Alkyl-1,2,4-triazoles were quaternized at N-4 in >98% isolated yields using polyfluoroalkyl halides under neat reaction conditions at 100-120 °C to form 1-R-4-Rf-triazolium (Taz) halides. Metathesis of these polyfluoroalkylated triazolium halides with fluorine-containing anions led to the formation of new ionic liquids, [R(Rf)Taz]+Y-.
Key words
fluoroalkylation - metathesis - fluorine-containing ionic liquids - triazolium quaternary salts
- 1
Wasserscheid P.Keim W. Angew. Chem. Int. Ed. 2000, 39: 3772 - 2
Welton T. Chem. Rev. 1999, 99: 2071 - 3
Hagiwara R.Ito Y. J. Fluorine Chem. 2000, 105: 221 - 4
Bonhôte P.Dias A.-P.Papageorgiou N.Kalyanasundaram K.Grätzel M. Inorg. Chem. 1996, 35: 1168 - 5
Seddon KR. J. Chem. Technol. Biotechnol. 1997, 68: 351 - 6
Sheldon RA. Chem. Commun. 2001, 2399 - 7
Merrigan TL.Bates ED.Dorman SC.Davis JH. Chem. Commun. 2000, 2051 - 8
Larsen AS.Holbrey DJ.Tham FS.Reed CA. J. Am. Chem. Soc. 2000, 122: 7264 -
9a
Huddleston JG.Willauer HD.Swatloski RP.Visser AE.Rogers RD. Chem. Commun. 1998, 1765 -
9b
Blanchard LA.Hancu D.Bechman EJ.Brennecke JF. Nature (London) 1999, 399: 28 -
9c
Visser AE.Swatloski RP.Reichert WM.Griffin ST.Rogers RD. Ind. Eng. Chem. Res. 2000, 39: 3596 -
9d
Lee KM.Lee KC.Lin IJB. Chem. Commun. 1997, 899 -
9e
Kitazume T.Tamura K.Jiang Z.Miyake N.Kawasaki I. J. Fluorine Chem. 2002, 115: 49 -
9f
Chauvin Y.Mußmann L.Oliver H. Angew. Chem., Int. Ed. Engl. 1995, 34: 2698 -
10a
Fuller J.Carlin RT.Osteryoung RA. J. Electrochem. Soc. 1997, 144: 3881 -
10b
Kosmulski M.Osteryoung RA.Ciszkowska M. J. Electrochem. Soc. 2000, 147: 1454 -
10c
Matsumoto H.Matsuda T.Tsuda T.Hagiwara R.Ito Y.Miyazaki Y. Chem. Lett. 2001, 26 - 11
Elaiwi A.Hitchcock PB.Seddon KR.Srinivasan N.Tan Y.-M.Welton T.Zora JA. J. Chem. Soc., Dalton Trans. 1995, 3467 - 12
Schofield K.Grimmett MR.Keena BRT. Heteroaromatic Nitrogen Compounds - The Azoles Cambridge University Press; Cambridge: 1976. - 13
Potts KT. Chem. Rev. 1961, 61: 87 - 14
Temple C. Chem. Heterocycl. Compd. 1981, 37: 1 - 15
Polya JB. In Comprehensive Heterocyclic Chemistry Vol. 5:Katritzky AR.Rees CW. Pergamon; London: 1984. p.733 - 16
Vestergaard B.Bjerrum NJ.Petrushina I.Hjuler HA.Berg RW.Begtrup M. J. Electrochem. Soc. 1993, 140: 3108 - 17
Astleford BA.Goe GL.Keay JG.Scriven EFV. J. Org. Chem. 1989, 54: 731 - 18
De Keyzer R,Van Rompuy L,Dewanckele J.-M, andMonbaliu M. inventors; EP 0677790. Chem. Abstr. 1995, 124, 71647 - 19
Olofson RA.Kendall RV. J. Org. Chem. 1970, 35: 2246 - 20
Atkinson MR.Polya JB. J. Chem. Soc. 1954, 141