Use of Chiral Ionic Liquids as Solvents for the Enantioselective Photoisomerization of Dibenzobicyclo[2.2.2]octatrienesOrganic Letters
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AbstractSix 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.
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Copyright OwnerAmerican Chemical Society
Citation InformationJie Ding, Vasumathi Desikan, Xinxin Han, Tom L. Xiao, et al.. "Use of Chiral Ionic Liquids as Solvents for the Enantioselective Photoisomerization of Dibenzobicyclo[2.2.2]octatrienes" Organic Letters Vol. 7 Iss. 2 (2004) p. 335 - 337
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