Controlling the helicity of π-conjugated oligomers by tuning the aromatic backbone twist Article Swipe

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Anjan Bedi , Amit Manor Armon , Yael Diskin‐Posner , Benny Bogosalvsky , Ori Gidron ·

YOU? · · 2022 · Open Access · · DOI: https://doi.org/10.1038/s41467-022-28072-7

The properties of π-conjugated oligomers and polymers are commonly controlled by side group engineering, main chain engineering, or conformational engineering. The last approach is typically limited to controlling the dihedral angle around the interring single bonds to prevent loss of π-conjugation. Here we propose a different approach to conformational engineering that involves controlling the twist of the aromatic units comprising the backbone by using a tether of varying lengths. We demonstrate this approach by synthesizing an inherently twisted building unit comprised of helically locked tethered acenes, bearing acetylene end-groups to enable backbone extension, which was applied in a series of nine helical oligomers with varying backbone length and twist. We find that the optical and electronic properties of π-conjugated systems may be determined by the additive, antagonistic, or independent effects of backbone length and twist angle. The twisted oligomers display chiral amplification, arising from the formation of secondary helical structures.

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Twist Helicity Conjugated system Aromaticity Chemistry Materials science Physics Organic chemistry Molecule Polymer Mathematics Particle physics Geometry

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Type: article
Language: en
Landing Page: https://doi.org/10.1038/s41467-022-28072-7
PDF: https://www.nature.com/articles/s41467-022-28072-7.pdf
OA Status: gold
Cited By: 34
References: 41
Related Works: 10
OpenAlex ID: https://openalex.org/W4207043499

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DOI: https://doi.org/10.1038/s41467-022-28072-7

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Title: Controlling the helicity of π-conjugated oligomers by tuning the aromatic backbone twist

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Type: article

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Language: en

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Publication year: 2022

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Publication date: 2022-01-21

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Authors: Anjan Bedi, Amit Manor Armon, Yael Diskin‐Posner, Benny Bogosalvsky, Ori Gidron

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Landing page: https://doi.org/10.1038/s41467-022-28072-7

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Concepts: Twist, Helicity, Conjugated system, Aromaticity, Chemistry, Materials science, Physics, Organic chemistry, Molecule, Polymer, Mathematics, Particle physics, Geometry

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Cited by: 34

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