Asymmetric Saddle-Shaped Nanographenes Integrating Helicene and Heptagon Motifs: Synthesis and Chiroptical Properties

Three curved heptagon-embedded nanographenes bearing a [5]/[6]helicene motif (<b>5</b>, <b>7</b>, and <b>11</b>) have been successfully synthesized through a Scholl-type oxidative cyclodehydrogenation. Single-crystal X-ray diffraction indicated that the introduction of helicene significantly induces pronounced distortion. The enantiomers of <b>11</b> with a high isomerization barrier of 38.54 kcal/mol based on DFT calculation were successfully resolved and displayed mirror-image circular dichroism and circularly polarized luminescence spectra.

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Publication Details

Journal
Organic Letters
Published
2026-03-09
DOI
https://doi.org/10.1021/acs.orglett.6c00388
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
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article

Asymmetric Saddle-Shaped Nanographenes Integrating Helicene and Heptagon Motifs: Synthesis and Chiroptical Properties

Jinchong Xiao, Guofeng Chen, Wenxiao Zhang, Jiawei Gao et al.
Organic Letters
Synthesis and Properties of Aromatic Compounds
article

Asymmetric Saddle-Shaped Nanographenes Integrating Helicene and Heptagon Motifs: Synthesis and Chiroptical Properties

Jinchong Xiao, Guofeng Chen, Wenxiao Zhang, Jiawei Gao, Hang Ji, Chengxiu Wang, Jiale Cui
article en

Abstract

Three curved heptagon-embedded nanographenes bearing a [5]/[6]helicene motif (<b>5</b>, <b>7</b>, and <b>11</b>) have been successfully synthesized through a Scholl-type oxidative cyclodehydrogenation. Single-crystal X-ray diffraction indicated that the introduction of helicene significantly induces pronounced distortion. The enantiomers of <b>11</b> with a high isomerization barrier of 38.54 kcal/mol based on DFT calculation were successfully resolved and displayed mirror-image circular dichroism and circularly polarized luminescence spectra.

Organic LettersVol. 28(11)
Hebei University (CN)
Openalex Percentile: Top 28%
Synthesis and Properties of Aromatic Compounds
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