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Mechanical Stirring Induces Hetero-double-helix Formation and Self-assembly of Pseudoenantiomeric Oxymethylenehelicene Oligomers in Solution

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Synthesis of Optically Active Oxymethylenehelicene Oligomers and Self-assembly Phenomena at a Liquid–Solid Interface

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Abstract

A 1:1 mixture of pseudoenantiomeric oxymethylene helicene (P)-pentamers and (M)-hexamers formed hetero-double-helix and self-assembled as a result of mechanical stirring in solution at 25 °C. No aggregation occurred without stirring, and heteroaggregation was accelerated at high stirring rates. Repeatedly alternating between mechanical stirring and stopping respectively induced and then ceased the heteroaggregation. Sonication also promoted the heteroaggregation, which did not occur at high pressures or during centrifugation. Mechanisms based on friction due to mechanical stirring, which generated local and temporal high-temperature domains, are considered. It is shown that different methods of mechanical stimulation, namely, stirring and surface contact, induce enantiomeric heteroaggregate formation.

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Authors and Affiliations

  1. Tohoku University, Sendai, Japan

    Tsukasa Sawato

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  1. Tsukasa Sawato
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Correspondence to Tsukasa Sawato .

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Sawato, T. (2020). Mechanical Stirring Induces Hetero-double-helix Formation and Self-assembly of Pseudoenantiomeric Oxymethylenehelicene Oligomers in Solution. In: Synthesis of Optically Active Oxymethylenehelicene Oligomers and Self-assembly Phenomena at a Liquid–Solid Interface. Springer Theses. Springer, Singapore. https://doi.org/10.1007/978-981-15-3192-7_4

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