Inducing Chiral Response in Conjugated Polymers Composed of Achiral Monomers Using Chiral End Groups

Chiral expression in conjugated polymers is commonly achieved through the incorporation of stereogenic carbon atoms into the side chains of the polymer backbone. In this study, we explore the potential of inducing chiral expression in conjugated polymers by introducing chiral end groups via isolated external chiral initiators despite the presence of achiral side chains in the poly(3-octylthiophene) backbone. Two classes of chiral end groups are investigated: stilbene derivatives containing stereogenic carbon atoms in their side chains and (S)-(−)-1,1′-bi(2-naphthol) derivatives that exhibit axial chirality. Through solvatochromism experiments combined with UV–vis and circular dichroism (CD) spectroscopies, we identified the conditions necessary to induce chiral expression during supramolecular polymer aggregation.

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Publication Details

Journal
Macromolecules
Published
2024-11-27
DOI
https://doi.org/10.1021/acs.macromol.4c02054
Citations
4
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
1.00

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article

Inducing Chiral Response in Conjugated Polymers Composed of Achiral Monomers Using Chiral End Groups

Guy Koeckelberghs, Pascal Gerbaux, Siebe Detavernier, Elisabetta Salatelli et al.
4 citations
Macromolecules
Synthesis and Properties of Aromatic Compounds
1.00
article

Inducing Chiral Response in Conjugated Polymers Composed of Achiral Monomers Using Chiral End Groups

Guy Koeckelberghs, Pascal Gerbaux, Siebe Detavernier, Elisabetta Salatelli, Trijntje Paredis, Julien De Winter, Stefania Pratesi
article en
4 citations

Abstract

Chiral expression in conjugated polymers is commonly achieved through the incorporation of stereogenic carbon atoms into the side chains of the polymer backbone. In this study, we explore the potential of inducing chiral expression in conjugated polymers by introducing chiral end groups via isolated external chiral initiators despite the presence of achiral side chains in the poly(3-octylthiophene) backbone. Two classes of chiral end groups are investigated: stilbene derivatives containing stereogenic carbon atoms in their side chains and (S)-(−)-1,1′-bi(2-naphthol) derivatives that exhibit axial chirality. Through solvatochromism experiments combined with UV–vis and circular dichroism (CD) spectroscopies, we identified the conditions necessary to induce chiral expression during supramolecular polymer aggregation.

MacromoleculesVol. 57(23)
KU Leuven (BE)
Fonds Wetenschappelijk Onderzoek, KU Leuven
Openalex Percentile: Top 26%
Synthesis and Properties of Aromatic Compounds
1.00
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