Dynamic chiral selection and amplification using photoresponsive organogelators

被引:102
作者
de Jong, JJD [1 ]
Tiemersma-Wegman, TD [1 ]
van Esch, JH [1 ]
Feringa, BL [1 ]
机构
[1] Univ Groningen, Stratingh Inst, Organ Chem Lab, NL-9747 AG Groningen, Netherlands
关键词
D O I
10.1021/ja055268a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ability to select, amplify, and lock dynamic equilibria is of great interest into understanding and applying chiral systems in Nature. The dynamic equilibrium between P and M helicity of a nonchiral diarylethene switch 3 could selectively be coaggregated in the gel state by complementary chiral switches 1 and 2 (that itself is also subjected to the same equilibrium between P and M helicity). Enantiomeric excess as high as 94% was observed during this dual task for 1 and 2 (arranging itself and 3 in only one conformation during aggregation). Interestingly, opposite chiral induction was observed, although the conformation of both 1 and 2 is R. Copyright © 2005 American Chemical Society.
引用
收藏
页码:13804 / 13805
页数:2
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