Diastereomixture and Racemate of <i>m</i><i>yo</i>-Inositol Derivatives, Stronger Organogelators than the Corresponding Homochiral Isomers

Yutaka Watanabe, Tomomi Miyasou, Minoru Hayashi

Organic Letters · 2004 · 36 citations · 27 references

Concepts

Abstract

Contrary to the usually accepted phenomena, an optically heterogeneous 1:1 diastereomixture of DS and LS and a racemate of LS and DR obtained, respectively, from a racemic myo-inositol derivative and (S)- and racemic O-acetylmandelic acid formed stronger organogels, especially with aromatic fluids, than those formed from homochiral isomers, DS and LS. One of the plausible reasons for the formation of the stronger diastereomeric gel is shown to be the complementary interaction of two diastereomers.

References

27