From Nitrogen to Sulfur: Investigating the Effect of Core Modification within Azaacene-Fused 21,23-Dithiaporphyrins

Modifying the core structure of porphyrin dyes significantly impacts their electronic properties. However, the structure-property relationships of azaacene-fused heteroporphyrins remain underexplored. This study presents the synthesis and electronic properties of novel azaacene-fused 21,23-dithiaporphyrins. These dyes exhibit markedly red-shifted optical properties, reaching the near-infrared (NIR) region upon protonation and emitting in the NIR region in the neutral state.

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Journal
Organic Letters
Published
2025-04-04
DOI
https://doi.org/10.1021/acs.orglett.5c01029
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

From Nitrogen to Sulfur: Investigating the Effect of Core Modification within Azaacene-Fused 21,23-Dithiaporphyrins

Yoshiyuki Mizuhata, Benjamin Mourot, Hiroko Yamada
Organic Letters
Porphyrin and Phthalocyanine Chemistry
article

From Nitrogen to Sulfur: Investigating the Effect of Core Modification within Azaacene-Fused 21,23-Dithiaporphyrins

Yoshiyuki Mizuhata, Benjamin Mourot, Hiroko Yamada
article en

Abstract

Modifying the core structure of porphyrin dyes significantly impacts their electronic properties. However, the structure-property relationships of azaacene-fused heteroporphyrins remain underexplored. This study presents the synthesis and electronic properties of novel azaacene-fused 21,23-dithiaporphyrins. These dyes exhibit markedly red-shifted optical properties, reaching the near-infrared (NIR) region upon protonation and emitting in the NIR region in the neutral state.

Organic LettersVol. 27(15)
Kyoto University (JP), Kyoto University Institute for Chemical Research
Japan Society for the Promotion of Science
Openalex Percentile: Top 96%
Porphyrin and Phthalocyanine Chemistry
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