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Site-selective hexa-hetero-functionalization of α-cyclodextrin an archetypical C6-symmetric concave cycle

Author

Listed:
  • Bo Wang

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Elena Zaborova

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Samuel Guieu

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Marta Petrillo

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Maxime Guitet

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Yves Blériot

    (Université de Poitiers)

  • Mickaël Ménand

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Yongmin Zhang

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

  • Matthieu Sollogoub

    (Sorbonne Universités, UPMC Univ Paris 06, Institut Universitaire de France)

Abstract

Access to Cn (n>4) symmetric cyclic concave molecules with a different function on each of their n subunits is an unmet challenge. The reason lies in the lack of a post-functionalization method whose site selectivity is sufficiently understood, predictable and modulable to access most functionalization patterns. Here we disclose a new site-directing rule for a debenzylation reaction on cyclodextrins that solves this problem and allows the unprecedented access to penta- and ultimately hexa-differentiations of such C6 concave cycles. This achievement opens the access to objects with very high-density information.

Suggested Citation

  • Bo Wang & Elena Zaborova & Samuel Guieu & Marta Petrillo & Maxime Guitet & Yves Blériot & Mickaël Ménand & Yongmin Zhang & Matthieu Sollogoub, 2014. "Site-selective hexa-hetero-functionalization of α-cyclodextrin an archetypical C6-symmetric concave cycle," Nature Communications, Nature, vol. 5(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:5:y:2014:i:1:d:10.1038_ncomms6354
    DOI: 10.1038/ncomms6354
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