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Angew Chem Int Ed Engl ; 58(51): 18454-18459, 2019 12 16.
Article in English | MEDLINE | ID: mdl-31565840

ABSTRACT

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.

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