Hierarchical chirality observed from chiral supramolecular assembling of racemic and enantiopure helicene derivatives on silica nanohelix surfaces

Cast films of racemic helicene derivatives adsorbed onto the surface of nanometric silica helices with controlled handedness exhibited distinct CD signals, whereas no CD signal was observed in the absence of silica nanohelices. These CD signals originate from the helical supramolecular assemblies formed by the racemic mixture of helicenes, with no evidence of enantiospecific adsorption. Interestingly, when enantiomerically pure forms of these helicenes were drop-cast onto the silica helices, different CD spectra were observed depending on the combination of the helicenes' handedness with that of the silica nanohelices. In all cases, the sign of the CD signals was determined by the handedness of the silica helices, with positive signals for right-handed helices and negative signals for left-handed helices. Furthermore, the wavelength of the CD signal maxima is dictated by the combination of the handedness of both the helicene and silica helix and shifts from 250 to 340 nm when they have matching handedness.

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Publication Details

Journal
Nanoscale
Published
2024-12-18
DOI
https://doi.org/10.1039/d4nr04292a
Citations
6
Primary Topic
Molecular spectroscopy and chirality
Type
article
Field-Weighted Citation Impact
1.44

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article

Hierarchical chirality observed from chiral supramolecular assembling of racemic and enantiopure helicene derivatives on silica nanohelix surfaces

Fabien Durola, Narcis Avarvari, Ludmilla Sturm, Balamurugan Kuppan et al.
6 citations
Nanoscale
Molecular spectroscopy and chirality
1.44
article

Hierarchical chirality observed from chiral supramolecular assembling of racemic and enantiopure helicene derivatives on silica nanohelix surfaces

Fabien Durola, Narcis Avarvari, Ludmilla Sturm, Balamurugan Kuppan, Sylvain Nlate, Nanami Hano, Reïko Oda, Nicolas Zigon, Harald Böck, Nicolas Vanthuyne, Émilie Pouget
article en
6 citations

Abstract

Cast films of racemic helicene derivatives adsorbed onto the surface of nanometric silica helices with controlled handedness exhibited distinct CD signals, whereas no CD signal was observed in the absence of silica nanohelices. These CD signals originate from the helical supramolecular assemblies formed by the racemic mixture of helicenes, with no evidence of enantiospecific adsorption. Interestingly, when enantiomerically pure forms of these helicenes were drop-cast onto the silica helices, different CD spectra were observed depending on the combination of the helicenes' handedness with that of the silica nanohelices. In all cases, the sign of the CD signals was determined by the handedness of the silica helices, with positive signals for right-handed helices and negative signals for left-handed helices. Furthermore, the wavelength of the CD signal maxima is dictated by the combination of the handedness of both the helicene and silica helix and shifts from 250 to 340 nm when they have matching handedness.

NanoscaleVol. 17(9)
Centre National de la Recherche Scientifique (FR), Université de Bordeaux (FR), Tohoku University (JP), Center for Research in Psychopathology and Clinical Psychology (FR), Institut des Sciences et Technologies Moléculaires d'Angers (FR), Chimie et Biologie des Membranes et des Nanoobjects (FR), Centrale Méditerranée (FR), Centre de recherche Paul Pascal (FR), Institut Européen de Chimie et Biologie (FR), Institut Polytechnique de Bordeaux (FR), Kumamoto University (JP)
Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Université de Bordeaux, Universite Angers, Conseil Régional Aquitaine, Japan Society for the Promotion of Science, CHIST-ERA
Openalex Percentile: Top 19%
Molecular spectroscopy and chirality
1.44
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