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Charge Screening in the SN2 Reaction of Charged Electrophiles and Charged Nucleophiles: An Ionic Liquid Effect.
- Source :
-
Journal of Organic Chemistry . 3/6/2009, Vol. 74 Issue 5, p1864-1868. 5p. 3 Graphs. - Publication Year :
- 2009
-
Abstract
- The application of liquids that are salts at room temperature to chemical synthesis has become a hugely exciting field of study. The greatest promise that these ionic liquids hold is that they might offer process advantages, even novel behaviors that cannot be achieved in molecular solvents. We report here that the SN2 reaction of the trifluoromethanesulfonate and bis(trifluoromethanesulfonyl)imide salts of dimethyl-4-nitrophenylsulfonium ([p-NO2PhS(CH3)2]+[X]-; [X]- = [CF3SO3]-, [N(CF3SO2)2]-) with chloride ion follow a fundamentally different pathway to when the same salts react in molecular solvents. [ABSTRACT FROM AUTHOR]
- Subjects :
- *IONIC liquids
*ELECTROPHILES
*SOLVENTS
*SALTS
*CHLORIDES
Subjects
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 74
- Issue :
- 5
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 37001764
- Full Text :
- https://doi.org/10.1021/jo802121d