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

Bo Wang, Elena Zaborova, Samuel Guieu, Marta Petrillo, Maxime Guitet, Yves Blériot, Mickaël Ménand, Yongmin Zhang and Matthieu Sollogoub ()
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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

Nature Communications, 2014, vol. 5, issue 1, 1-7

Abstract: 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.

Date: 2014
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DOI: 10.1038/ncomms6354

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