Selective Synthesis of Single‐Handed Helical Polymers from Achiral Monomer and a Mechanism Study on Helix‐Sense‐Selective Polymerization

Zhou, Li; Xu, Xunhui; Jiang, Zhiqiang; Xu, Lei; Chu, Benfa; Liu, Na; Wu, Zong‐Quan

doi:10.1002/ange.202011661

Cited by 12 publications

(1 citation statement)

References 101 publications

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“…Molecular engineering allows the design of novel materials with a certain structure and specific properties related to it. Within this topic, modelling new helical structures based on non-natural building blocks such as helicenes, [1][2][3] foldamers, [3][4][5][6] supramolecular [7][8][9] or covalent helical polymers, [10][11][12][13][14][15][16][17] has attracted the attention of the scientific community. These studies are inspired by the structure/ function relationships present in biomacromolecules such as peptides, proteins, DNA or polysaccharides.…”

Section: Introductionmentioning

confidence: 99%

Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

et al. 2022

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The secondary structure of a dissymmetric and chiral poly(diphenylacetylene) (PDPA) is elucidated by combining the data from NMR experiments (regioregular head to tail structure), Raman and IR studies (E configuration of the polyene double bonds), and high-resolution AFM images (helical pitch, packing angle and orientation of the external helix). As a result, an E-transoidal polyene backbone describing three coaxial helices is obtained. Theoretical electronic circular dichroism (ECD) studies of the structure show a good correspondence between experimental and theoretical data and allow one to decipher that the first Cotton band is generated by the poly(diphenylacetylene) core and not only by the polyene backbone. The dynamic behavior of poly-(S)-2 is also demonstrated by a helix inversion effect produced by conformational changes at the pendant groups when annealed in solvents with different donor abilities. This phenomenon is accompanied by an inversion of the circular polarized luminescence of the PDPA (CPL switch).

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Section: Introductionmentioning

confidence: 99%

Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

et al. 2022

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Helicity‐ and Molecular‐Weight‐Driven Self‐Sorting and Assembly of Helical Polymers towards Two‐Dimensional Smectic Architectures and Selectively Adhesive Gels

Kang

et al. 2021

Angewandte Chemie

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Self‐sorting plays a crucial role in living systems such as the selective assembly of DNA and specific folding of proteins. However, the self‐sorting of artificial helical polymers such as biomacromolecules has rarely been achieved. In this work, single‐handed helical poly(phenyl isocyanide)s bearing pyrene (Py) and naphthalene (Np) probes were prepared, which exhibited interesting self‐sorting properties driven by both helicity and molecular weight (Mn) in solution, solid state, gel, and on the gel surface as well. The polymers with the same helix sense and similar Mn can self‐sort and assemble into well‐defined two‐dimensional smectic architectures and form stable gels in organic solvents. In contrast, mixed polymers with opposite handedness or different Mn were repulsive to each other and did not aggregate. Moreover, the gels of helical polymers with the same handedness and similar Mn can recognize themselves and adhere together to form a gel.

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Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

et al. 2022

View full text Add to dashboard Cite

The secondary structure of a dissymmetric and chiral poly(diphenylacetylene) (PDPA) is elucidated by combining the data from NMR experiments (regioregular head to tail structure), Raman and IR studies (E configuration of the polyene double bonds), and high‐resolution AFM images (helical pitch, packing angle and orientation of the external helix). As a result, an E‐transoidal polyene backbone describing three coaxial helices is obtained. Theoretical electronic circular dichroism (ECD) studies of the structure show a good correspondence between experimental and theoretical data and allow one to decipher that the first Cotton band is generated by the poly(diphenylacetylene) core and not only by the polyene backbone. The dynamic behavior of poly‐(S)‐2 is also demonstrated by a helix inversion effect produced by conformational changes at the pendant groups when annealed in solvents with different donor abilities. This phenomenon is accompanied by an inversion of the circular polarized luminescence of the PDPA (CPL switch).

show abstract

Selective Synthesis of Single‐Handed Helical Polymers from Achiral Monomer and a Mechanism Study on Helix‐Sense‐Selective Polymerization

Cited by 12 publications

References 101 publications

Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

Helicity‐ and Molecular‐Weight‐Driven Self‐Sorting and Assembly of Helical Polymers towards Two‐Dimensional Smectic Architectures and Selectively Adhesive Gels

Dissymmetric Chiral Poly(diphenylacetylene)s: Secondary Structure Elucidation and Dynamic Luminescence

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