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Chiral Supramolecular Nanoarchitectures from Macroscopic Mechanical Rotations: Effects on Enantioselective Aggregation Behavior of Phthalocyanines
Author(s) -
Kuroha Mizuki,
Nambu Shohei,
Hattori Shingo,
Kitagawa Yuichi,
Niimura Kazuhiro,
Mizuno Yuki,
Hamba Fujihiro,
Ishii Kazuyuki
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201911366
Subject(s) - homochirality , supramolecular chemistry , enantioselective synthesis , chirality (physics) , nanoscopic scale , nanotechnology , polymer , materials science , chemical physics , chemistry , enantiomer , liquid crystal , supramolecular assembly , evaporation , molecule , organic chemistry , physics , thermodynamics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark , catalysis , optoelectronics
Fluid dynamics, resulting from the macroscopic mechanical rotation of either a rotary evaporator or a magnetic stirrer, has been shown to selectively induce one of two enantiomers (mirror‐image structures) in certain nanoscale supramolecules. As an alternative to giving a chiral twist to synthesized supramolecules or polymers, it is a challenge to reproducibly prepare chiral species by only using macroscopic mechanical rotations. Demonstrated here is a highly reproducible method for rotary‐evaporation‐induced enantioselective H‐aggregation of achiral phthalocyanines. Chiral induction mechanisms are proposed by using the chiroptical‐sign‐based absolute structures. These results will provide insight to the origin of the homochirality of life, and serves as a pioneering study in a novel scientific field in terms of admixing nanoscale molecular chemistry and macroscopic fluid dynamics.