Series of Geländer oligomers with orthogonal rungs

The synthesis and analyses of a series of "Geländer" oligomers with perpendicularly arranged rungs are reported. The synthesis is achieved by forming the axis with a statistical end-capped oligomerization, before the banister is wrapped around it by Eglinton couplings. The intrinsic helical chiral structures are characterized by NMR spectroscopy and mass- and photo spectrometry, and for the trimer, even the solid-state structure is determined. The dimeric, trimeric, and tetrameric structures are resolved into their enantiomers and their electronic circular dichroism is studied.

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Journal
Chemical Science
Published
2025-01-01
DOI
https://doi.org/10.1039/d4sc08179j
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
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article

Series of Geländer oligomers with orthogonal rungs

Camiel C. E. Kroonen, Olaf Fuhr, Marcel Mayor, Adriano D'Addio et al.
Chemical Science
Synthesis and Properties of Aromatic Compounds
article

Series of Geländer oligomers with orthogonal rungs

Camiel C. E. Kroonen, Olaf Fuhr, Marcel Mayor, Adriano D'Addio, Dieter Fenske, Daniel Häußinger
article en

Abstract

The synthesis and analyses of a series of "Geländer" oligomers with perpendicularly arranged rungs are reported. The synthesis is achieved by forming the axis with a statistical end-capped oligomerization, before the banister is wrapped around it by Eglinton couplings. The intrinsic helical chiral structures are characterized by NMR spectroscopy and mass- and photo spectrometry, and for the trimer, even the solid-state structure is determined. The dimeric, trimeric, and tetrameric structures are resolved into their enantiomers and their electronic circular dichroism is studied.

Chemical ScienceVol. 16(18)
Karlsruhe Institute of Technology (DE), Sun Yat-sen University (CN), University of Basel (CH), Institute of Nanotechnology (GB)
Openalex Percentile: Top 96%
Synthesis and Properties of Aromatic Compounds
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Series of Geländer oligomers with orthogonal rungs — Camiel C. E. Kroonen, Olaf Fuhr, et al. · Chemical Science (2025) | TGRS Research Map | TGRS