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Structurally divergent dynamic combinatorial chemistry on racemic mixtures

Author

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  • Tiberiu-M. Gianga

    (University of Bath
    Beamline B23, Diamond Light Source, Ltd.)

  • G. Dan Pantoș

    (University of Bath)

Abstract

Structurally Divergent Reactions on Racemic Mixtures are atypical processes in Nature. The few examples reported in the literature take place in organic solvents and are driven by the reagents’ interaction with bulky chiral catalysts. Herein, we describe a dynamic combinatorial approach to generate structural divergence from racemic building blocks. The divergence is due to a stereospecific electron-donor – electron-acceptor interaction of diastereomeric macrocycles, leading to structurally distinct pseudorotaxanes. The equilibrated dynamic combinatorial library contains, amongst various macrocycles, two different types of [2]catenanes that are non-isomeric. The formation of these [2]catenanes is due to a spontaneous stereo and structurally divergent assembly of the building blocks.

Suggested Citation

  • Tiberiu-M. Gianga & G. Dan Pantoș, 2020. "Structurally divergent dynamic combinatorial chemistry on racemic mixtures," Nature Communications, Nature, vol. 11(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-17321-2
    DOI: 10.1038/s41467-020-17321-2
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