Helical diastereomerism in self-organization of molecular strands
Fiche publication
Date publication
mars 2008
Auteurs
Membres identifiés du Cancéropôle Est :
Pr LEHN Jean-Marie
Tous les auteurs :
Barboiu M, Lehn JM
Lien Pubmed
Résumé
The polyheterocyclic molecule 2 reported in this paper is a helically-wrapped molecular strand presenting two helical substrands of same helicity separated in space thus forming P-P and M-M helical enantiomers. It represents the case of a molecule presenting two chiral centers of helical type. The dimerization process of the compound described in this paper appears to give rise to heterodimeric and homodimeric species. At high and room temperature the formation of dimeric species is accompanied by folding-unfolding interconversion of single molecular strands. Sliding of the monomers along one another without dissociation at low temperature allows each of two helical partners to associate in dimers stabilized by pronounced pi-pi stacking interactions between the internal heterocycles of the strands.
Référence
Rev Chim. 2008 Mar;59(3):255-9