Use of chiral ionic liquids as solvents for the enantioselective photoisomerization of dibenzobicyclo[2.2.2]octatrienes

被引：146

作者：

Ding, J ^{[1
]}

Desikan, V ^{[1
]}

Han, XX ^{[1
]}

Xiao, TL ^{[1
]}

Ding, RF ^{[1
]}

Jenks, WS ^{[1
]}

Armstrong, DW ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 02期

关键词：

D O I：

10.1021/ol047599i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-pi-mathane 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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页码：335 / 337

页数：3

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