A Poly (2,7‐anthrylene) with peri ‐Fused Porphyrin Edges
Abstract: Anthracene has served as an important building block of conjugated polymers with the connecting positions playing a crucial role for the electronic structures. Herein, anthracene units have been coupled through their 2,7‐carbons to develop an unprecedented, conjugated polymer, namely, poly (2,7‐anthrylene) featuring additional peri‐fused porphyrin edges. The synthesis starts from a 2,7‐dibromo‐9‐nickel (II) porphyrinyl‐anthracene as the pivotal precursor. Polymerization is achieved by an AA‐type Yamamoto coupling, followed by a polymer‐analogous oxidative cyclodehydrogenation to obtain a peri‐fusion between porphyrin and anthracene moieties. Although further cyclodehydrogenation between the repeating units cannot be achieved in solution, the thermal treatment of the precursor polymer derived from 2,7‐dibromo‐9‐porphyrinyl‐anthracene on a metal surface realizes the full cyclodehydrogenation. The difference between solution and on‐surface reactivity can be rationalized by the larger dihedral angle between repeat units in solution, which is reduced under the pronounced interaction with the metal surface. The peri‐fusion in the title polymer gives rise to a narrow electronic band gap optical absorptions extending far into the near‐infrared region. Oligomeric models are synthesized as well to support the analyses of the electronic and photophysical properties.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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A Poly (2,7‐anthrylene) with peri ‐Fused Porphyrin Edges ; day:14 ; month:11 ; year:2024 ; extent:7
Angewandte Chemie / International edition. International edition ; (14.11.2024) (gesamt 7)
- Creator
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Gu, Yanwei
Xiang, Feifei
Liang, Yamei
Bai, Peizhi
Qiu, Zijie
Chen, Qiang
Narita, Akimitsu
Xie, Yinjun
Fasel, Roman
Müllen, Klaus
- DOI
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10.1002/anie.202417129
- URN
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urn:nbn:de:101:1-2411151339246.456867344796
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:20 AM CEST
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Gu, Yanwei
- Xiang, Feifei
- Liang, Yamei
- Bai, Peizhi
- Qiu, Zijie
- Chen, Qiang
- Narita, Akimitsu
- Xie, Yinjun
- Fasel, Roman
- Müllen, Klaus
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