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.

Comments

Reprinted (adapted) with permission from Organic Letters, 7(2); 335-337. Doi: 10.1021/ol047599i. Copyright 2005 American Chemical Society.

Rights

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Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

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