An Enantiomerically Pure Alleno‐Acetylenic Macrocycle: Synthesis and Rationalization of Its Outstanding Chiroptical Response

José Lorenzo Alonso‐Gómez, Pablo Rivera‐Fuentes, Nobuyuki Harada, Nina Berova, François Diederich

Angewandte Chemie International Edition · 2009 · 90 citations · 24 references

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Abstract

The unique combination of geometric and electronic properties explains the remarkable magnitude of the Cotton effects in the circular dichroism spectra of new enantiomerically pure alleno-acetylenic macrocycles (see picture). The macrocycles (P,P,P,P)-(−)-1 (red) and (M,M,M,M)-(+)-1 (blue) were prepared in three steps starting from optically pure 1,3-di-tert-butyl-1,3-diethynylallenes.

References

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