Site-selective hexa-hetero-functionalization of alpha-cyclodextrin an archetypical C-6-symmetric concave cycle

Access to C-n (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 function...

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Bibliographic Details
Published in:Nature communications 2014-11, Vol.5
Main Authors: Wang, Bo, Zaborova, Elena, Guieu, Samuel, Petrillo, Marta, Guitet, Maxime, Blériot, Yves, Ménand, Mickaël, Zhang, Yongmin, Sollogoub, Matthieu
Format: Article
Language:English
Subjects:
Catalysis
Chemical Sciences
Online Access:Get full text
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Summary:Access to C-n (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 C-6 concave cycles. This achievement opens the access to objects with very high-density information.
ISSN:2041-1723
2041-1723
DOI:10.1038/ncomms6354