Asymmetrically Fused Nanographene‐Porphyrin Architectures

Abstract A strategy to combine three standalone aromatic building blocks in one coherent, fully conjugated molecule is presented. Namely, benzene, pyrene, and hexa‐ peri ‐hexabenzocoronene (HBC) are assembled around a central porphyrin core in an ABAC type of geometry and interconnected under oxidative Scholl conditions to achieve merging of the individual π‐systems. The three asymmetric porphyrin conjugates obtained this way exhibit intriguing absorption features, namely strongly red‐shifted and broadened spectra. The presented series of molecules demonstrates the ability to control and influence these optical properties with high precision by altering the size of the aromatic system in a controlled manner. Density functional theory calculations gave more profound insights into the electronic structure and optical transitions of the investigated fused architectures.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-11-27
DOI
https://doi.org/10.1002/ejoc.202401217
Citations
1
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.12

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article

Asymmetrically Fused Nanographene‐Porphyrin Architectures

Christoph Oleszak, Norbert Jux, Bernd Meyer, Christian L. Ritterhoff
1 citations
European Journal of Organic Chemistry
Porphyrin and Phthalocyanine Chemistry
0.12
article

Asymmetrically Fused Nanographene‐Porphyrin Architectures

Christoph Oleszak, Norbert Jux, Bernd Meyer, Christian L. Ritterhoff
article en
1 citations

Abstract

Abstract A strategy to combine three standalone aromatic building blocks in one coherent, fully conjugated molecule is presented. Namely, benzene, pyrene, and hexa‐ peri ‐hexabenzocoronene (HBC) are assembled around a central porphyrin core in an ABAC type of geometry and interconnected under oxidative Scholl conditions to achieve merging of the individual π‐systems. The three asymmetric porphyrin conjugates obtained this way exhibit intriguing absorption features, namely strongly red‐shifted and broadened spectra. The presented series of molecules demonstrates the ability to control and influence these optical properties with high precision by altering the size of the aromatic system in a controlled manner. Density functional theory calculations gave more profound insights into the electronic structure and optical transitions of the investigated fused architectures.

European Journal of Organic ChemistryVol. 28(2)
Friedrich-Alexander-Universität Erlangen-Nürnberg (DE)
Deutsche Forschungsgemeinschaft
Sustainable cities and communities
Openalex Percentile: Top 58%
Porphyrin and Phthalocyanine Chemistry
0.12
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