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Chirality in Dynamic Supramolecular Nanotubes Induced by a Chiral Solvent
Author(s) -
Isare Benjamin,
Linares Mathieu,
Zargarian Loussiné,
Fermandjian Serge,
Miura Motofumi,
Motohashi Shigeyasu,
Vanthuyne Nicolas,
Lazzaroni Roberto,
Bouteiller Laurent
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902399
Subject(s) - chirality (physics) , circular dichroism , monomer , supramolecular chemistry , supramolecular chirality , nanotube , context (archaeology) , solvent , non covalent interactions , materials science , supramolecular polymers , solvent effects , chemistry , chemical physics , polymer , crystallography , nanotechnology , carbon nanotube , organic chemistry , hydrogen bond , crystal structure , molecule , physics , chiral anomaly , fermion , biology , paleontology , quantum mechanics , nambu–jona lasinio model
Amplification of chirality has been reported in polymeric systems. It has also been shown that related effects can occur in polymer‐like dynamic supramolecular aggregates, if a subtle balance between noncovalent interactions allows the coupling between a chiral information and a cooperative aggregation process. In this context, we report a strong majority‐rules effect in the formation of chiral dynamic nanotubes from chiral bisurea monomers. Furthermore, similar helical nanotubes (with the same circular dichroism signature) can be obtained from racemic monomers in a chiral solvent. Competition experiments reveal the relative strength of the helical bias induced by the chiral monomer or by the chiral solvent. The nanotube handedness is imposed by the monomer chirality, whatever the solvent chirality. However, the chirality of the solvent has a significant effect on the degree of chiral induction.