ArticleChemistry (Weinheim an der Bergstrasse, Germany)2017
Tailoring Colors by O Annulation of Polycyclic Aromatic Hydrocarbons.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Ultra-narrow donor-acceptor nanoribbons.Nature communications · 2026Article
- Benzoyl-Xanthenoxanthenes: Versatile Chromophores for Light-Engaging Applications.Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Fluorescent Pyranoindole Congeners: Synthesis and Photophysical Properties of Pyrano[3,2-Molecules (Basel, Switzerland) · 2022Article
- Article
- Customising excitation properties of polycyclic aromatic hydrocarbons by rational positional heteroatom doping: theChemical science · 2022Article
- Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.Chemical reviews · 2022Review
- Orbital Mapping of Semiconducting Perylenes on Cu(111).The journal of physical chemistry. C, Nanomaterials and interfaces · 2021Article
- Self-assembled graphene-based microfibers with eclectic optical properties.Scientific reports · 2021Article
- Catalyst-Free Synthesis of O-Heteroacenes by Ladderization of Fluorinated Oligophenylenes.Angewandte Chemie (International ed. in English) · 2021Article
- Diels-Alder Cycloaddition to the Bay Region of Perylene and Its Derivatives as an Attractive Strategy for PAH Core Expansion: Theoretical and Practical Aspects.Molecules (Basel, Switzerland) · 2020Review
- Combining high-resolution scanning tunnelling microscopy and first-principles simulations to identify halogen bonding.Nature communications · 2020Article
- Nitro-Perylenediimide: An Emerging Building Block for the Synthesis of Functional Organic Materials.Molecules (Basel, Switzerland) · 2020Review
- Tailoring Colors by O Annulation of Polycyclic Aromatic Hydrocarbons.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
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11 authors.
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Abstract
The synthesis of O-doped polyaromatic hydro- carbons in which two polycyclic aromatic hydrocarbon sub units are bridged through one or two O atoms has been achieved. This includes high-yield ring-closure key steps that, depending on the reaction conditions, result in the formation of furanyl or pyranopyranyl linkages through intramolecular C-O bond formation. Comprehensive photophysical measurements in solution showed that these compounds have exceptionally high emission yields and tunable absorption properties throughout the UV/Vis spectral region. Electrochemical investigations showed that in all cases O annulation increases the electron-donor capabilities by raising the HOMO energy level, whereas the LUMO energy level is less affected. Moreover, third-order nonlinear optical (NLO) measurements on solutions or thin films containing the dyes showed very good values of the second hyperpolarizability. Importantly, poly(methyl methacrylate) films containing the pyranopyranyl derivatives exhibited weak linear absorption and NLO absorption compared to the nonlinearity and NLO refraction, respectively, and thus revealed them to be exceptional organic materials for photonic devices.
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