Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response

Two distorted nanographenes combining helicenes and a fluoranthene unit within their polycyclic scaffolds were synthesized. Their structural and electronic properties were elucidated by various spectroscopic methods, and the experimental data were corroborated computationally. The optical and electrochemical properties of the nanographenes were evaluated. The compounds exhibit an improved two-photon absorption cross-section compared to their seven-membered ring-containing counterparts reported previously by us. These results provide important insights into how the incorporation of a pentagonal ring affects two-photon absorption properties of nanographenes. Moreover, one of the nanographenes is chiral and was obtained enantiomerically pure after chiral separation, allowing the study of its chiroptical properties both in absorption (electronic circular dichroism) and emission (circularly polarized luminescence).

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Journal
Organic Letters
Published
2025-09-02
DOI
https://doi.org/10.1021/acs.orglett.5c02904
Primary Topic
Nonlinear Optical Materials Studies
Type
article
Field-Weighted Citation Impact
0.00

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article

Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response

John Bergner, Jan Borstelmann, Milan Kivala, Ermelinda Maçôas et al.
Organic Letters
Nonlinear Optical Materials Studies
article

Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response

John Bergner, Jan Borstelmann, Milan Kivala, Ermelinda Maçôas, José L. Páez, Carlos M. Cruz, Araceli G. Campaña, Erik Misselwitz, Frank Röminger, Maria João Álvaro‐Martins
article en

Abstract

Two distorted nanographenes combining helicenes and a fluoranthene unit within their polycyclic scaffolds were synthesized. Their structural and electronic properties were elucidated by various spectroscopic methods, and the experimental data were corroborated computationally. The optical and electrochemical properties of the nanographenes were evaluated. The compounds exhibit an improved two-photon absorption cross-section compared to their seven-membered ring-containing counterparts reported previously by us. These results provide important insights into how the incorporation of a pentagonal ring affects two-photon absorption properties of nanographenes. Moreover, one of the nanographenes is chiral and was obtained enantiomerically pure after chiral separation, allowing the study of its chiroptical properties both in absorption (electronic circular dichroism) and emission (circularly polarized luminescence).

Organic LettersVol. 27(36)
University of Lisbon (PT), Universidad de Granada (ES), Heidelberg University (DE)
Deutsche Forschungsgemeinschaft, Universidad de Granada, European Regional Development Fund, Agencia Estatal de Investigación, European Social Fund
Openalex Percentile: Top 78%
Nonlinear Optical Materials Studies
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Fluoranthene-Containing Distorted Nanographenes Exhibiting Two-Photon Absorption Response — John Bergner, Jan Borstelmann, et al. · Organic Letters (2025) | TGRS Research Map | TGRS