Chiral Heptagon‐Embedded Double [6]Helicenes via Scholl Reaction

A series of heptagon-embedded multiple helicenes was synthesized in which the heptagon subunit was fused to the π-framework through Knoevenagel condensation reactions. By controlling the conditions of the cyclodehydrogenation (Scholl) reactions, different fused chiral and twisted PAHs were accessible. The optical and electronic properties of all products were investigated by UV-vis, fluorescence spectroscopy, and cyclic voltammetry. One member of the series displays an unusual anti-Kasha-like fluorescence emission. In addition, all the enantiopure [6]helicenes were separated by chiral HPLC and characterized by circular dichroism spectroscopy.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2026-03-13
DOI
https://doi.org/10.1002/anie.8159257
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00
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article

Chiral Heptagon‐Embedded Double [6]Helicenes via Scholl Reaction

L Schneider, Felix Deschler, Philipp Penert, Moritz P. Schuldt et al.
Angewandte Chemie International Edition
Synthesis and Properties of Aromatic Compounds
article

Chiral Heptagon‐Embedded Double [6]Helicenes via Scholl Reaction

L Schneider, Felix Deschler, Philipp Penert, Moritz P. Schuldt, Frank Rominger, C. Wang, Michael Mastalerz
article en

Abstract

A series of heptagon-embedded multiple helicenes was synthesized in which the heptagon subunit was fused to the π-framework through Knoevenagel condensation reactions. By controlling the conditions of the cyclodehydrogenation (Scholl) reactions, different fused chiral and twisted PAHs were accessible. The optical and electronic properties of all products were investigated by UV-vis, fluorescence spectroscopy, and cyclic voltammetry. One member of the series displays an unusual anti-Kasha-like fluorescence emission. In addition, all the enantiopure [6]helicenes were separated by chiral HPLC and characterized by circular dichroism spectroscopy.

Angewandte Chemie International Edition
Heidelberg University (DE)
Openalex Percentile: Top 22%
Synthesis and Properties of Aromatic Compounds
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