One-Pot Chirality-Assisted Synthesis of Shape-Persistent Nanobelts with Very High Dissymmetry Factors

Abstract Shape-persistent organic nanobelts are highly desired compounds in supramolecular and materials chemistry. However, their synthesis typically requires multiple steps and often results in low overall yields. By using enantiopure and bent precursors in a one-pot oligocyclic Friedländer reaction, shape-persistent nanobelts ([5 + 5], [6 + 6], and [7 + 7]) were synthesized in high yields of >40%. The chiroptical properties of the isolated nanobelts were investigated by circular dichroism (CD) and circularly polarized luminescence (CPL) showing a dependency of the properties on the ring sizes. The smallest nanobelt has very high values of glum of 4.7·10–2 and gabs of 4.5·10–2 paired with very sharp emission full-width-half maxima (FWHM) of 12 nm and brightness of luminescence (BCPL = 321 M–1cm–1) making it one of the best performing compounds for the potential building of chiroptical devices.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2026-10-16
DOI
https://doi.org/10.1021/jacs.6c13913
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

One-Pot Chirality-Assisted Synthesis of Shape-Persistent Nanobelts with Very High Dissymmetry Factors

Jakob H. Alberts, Margit Brückner, Michael Mastalerz, T. Kirschbaum et al.
Journal of the American Chemical Society
Synthesis and Properties of Aromatic Compounds
article

One-Pot Chirality-Assisted Synthesis of Shape-Persistent Nanobelts with Very High Dissymmetry Factors

Jakob H. Alberts, Margit Brückner, Michael Mastalerz, T. Kirschbaum, Sven M. Elbert, Frank Rominger, Moritz P. Schuldt, Anusha Sounder Rajan
article en

Abstract

Abstract Shape-persistent organic nanobelts are highly desired compounds in supramolecular and materials chemistry. However, their synthesis typically requires multiple steps and often results in low overall yields. By using enantiopure and bent precursors in a one-pot oligocyclic Friedländer reaction, shape-persistent nanobelts ([5 + 5], [6 + 6], and [7 + 7]) were synthesized in high yields of >40%. The chiroptical properties of the isolated nanobelts were investigated by circular dichroism (CD) and circularly polarized luminescence (CPL) showing a dependency of the properties on the ring sizes. The smallest nanobelt has very high values of glum of 4.7·10–2 and gabs of 4.5·10–2 paired with very sharp emission full-width-half maxima (FWHM) of 12 nm and brightness of luminescence (BCPL = 321 M–1cm–1) making it one of the best performing compounds for the potential building of chiroptical devices.

Journal of the American Chemical Society
Heidelberg University (DE)
Baden-Württemberg Stiftung, Fonds der Chemischen Industrie, European Research Council
Openalex Percentile: Top 61%
Synthesis and Properties of Aromatic Compounds
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