Solid-State Hierarchical Cyclodextrin-Based Supramolecular Polymer Constructed by Primary, Secondary, and Tertiary Azido Interactions

Mickaël Ménand (1) , Segolene Adam De Beaumais , Lise-Marie Chamoreau (2) , Etienne Derat (3) , Sébastien Blanchard (4) , Yongmin Zhang , Laurent Bouteiller (1) , Matthieu Sollogoub

1 IPCM - Institut Parisien de Chimie Moléculaire
2 IPCM - Institut Parisien de Chimie Moléculaire
3 MACO - Méthodes et Application en Chimie Organique
4 GR - Géosciences Rennes

The crystallization of a di-azido-alpha-cyclodextrin revealed a polymeric self-assembly involving a variety of azido-type interactions. The crystal arrangement relies on the cooperativity of a primary azido inclusion, a secondary azido-azido interaction involving an unprecedented distribution of canonical forms, and a tertiary azido-groove interaction. The second azido group brings in a major contribution to the supramolecular structure illustrating the benefit of a difunctionalization for the generation of hierarchy.

Mots clés: azides; cyclodextrins; inclusion compounds; supramolecular polymers

Domaines: Chimie organique

Mickaël Ménand, Segolene Adam De Beaumais, Lise-Marie Chamoreau, Etienne Derat, Sébastien Blanchard, et al.. Solid-State Hierarchical Cyclodextrin-Based Supramolecular Polymer Constructed by Primary, Secondary, and Tertiary Azido Interactions. Angewandte Chemie International Edition, 2014, 53 (28), pp.7238-7242. ⟨10.1002/anie.201403578⟩. ⟨hal-01397903⟩