Campus Units
Chemistry
Document Type
Article
Publication Version
Published Version
Publication Date
12-22-2004
Journal or Book Title
Organic Letters
Volume
7
Issue
2
First Page
335
Last Page
337
DOI
10.1021/ol047599i
Abstract
Six chiral ionic liquids were prepared and evaluated as “chiral induction solvents” in which two different dibenzobicyclo[2.2.2]octatrienes were photoisomerized to chiral products. Enantiomeric excesses from 3 to 12% were obtained from the photochemical di-π-methane rearrangement. Results indicate that the chiral induction derives from an ion pairing interaction of the deprotonated diacids with the ionic liquid cation. This is the first report on chiral induction via a chiral IL for an irreversible, unimolecular photochemical isomerization.
Rights
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Copyright Owner
American Chemical Society
Copyright Date
2005
Language
en
File Format
application/pdf
Recommended Citation
Ding, Jie; Desikan, Vasumathi; Han, Xinxin; Xiao, Tom L.; Ding, Rongfang; Jenks, William S.; and Armstrong, Daniel W., "Use of Chiral Ionic Liquids as Solvents for the Enantioselective Photoisomerization of Dibenzobicyclo[2.2.2]octatrienes" (2004). Chemistry Publications. 161.
https://lib.dr.iastate.edu/chem_pubs/161
Comments
Reprinted (adapted) with permission from Organic Letters, 7(2); 335-337. Doi: 10.1021/ol047599i. Copyright 2005 American Chemical Society.