Organic Chemistry Portal

Abstracts

Search:

Synergistic Effect of Two Solvents, tert-Alcohol and Ionic Liquid, in One Molecule in Nucleophilic Fluorination

Sandip S. Shinde, Byoung Se Lee and Dae Yoon Chi*

*Department of Chemistry, Sogang University, 1 Shinsudong, Mapoku, Seoul 121-742, Korea, Email: dychisogang.ac.kr

S. S. Shinde, B. S. Lee, D. Y. Chi, Org. Lett., 2008, 10, 733-735.

DOI: 10.1021/ol702679d


Abstract

A synergistic effect in nucleophilic fluorination has been demonstrated for the molecular combination of an ionic liquid and a tert-alcohol. Consequently, these functionalized ILs not only increase the nucleophilic reactivities of the fluoride anion but also remarkably reduce the olefin byproduct.

see article for more examples



Significantly Enhanced Reactivities of the Nucleophilic Substitution Reactions in Ionic Liquid

D. W. Kim, C. E. Song, D. Y. Chi, J. Org. Chem., 2003, 68, 4281-4285.


Key Words

Fluorination, Finkelstein Reaction, Ionic Liquids


ID: J54-Y2008-0550