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Self‐Discriminating Termination of Chiral Supramolecular Polymerization: Tuning the Length of Nanofibers
Author(s) -
Kumar Jatish,
Tsumatori Hiroyuki,
Yuasa Junpei,
Kawai Tsuyoshi,
Nakashima Takuya
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201500292
Subject(s) - supramolecular chemistry , enantiopure drug , polymerization , supramolecular polymers , chirality (physics) , enantiomer , nanofiber , self assembly , supramolecular chirality , polymer , chemistry , racemic mixture , nanotechnology , materials science , polymer chemistry , crystallography , enantioselective synthesis , stereochemistry , organic chemistry , crystal structure , chiral symmetry breaking , catalysis , nambu–jona lasinio model , physics , quantum mechanics , quark
Directing the supramolecular polymerization towards a preferred type of organization is extremely important in the design of functional soft materials. Proposed herein is a simple methodology to tune the length and optical chirality of supramolecular polymers formed from a chiral bichromophoric binaphthalene by the control of enantiomeric excess ( ee ). The enantiopure compound gave thin fibers longer than a few microns, while the racemic mixture favored the formation of nanoparticles. The thermodynamic study unveils that the heterochiral assembly gets preference over the homochiral assembly. The stronger heterochiral binding over homochiral one terminated the elongation of fibrous assembly, thus leading to a control over the length of fibers in the nonracemic mixtures. The supramolecular polymerization driven by π–π interactions highlights the effect of the geometry of a twisted π‐core on this self‐sorting assembly.