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Anthracene-Fused Oligo-BODIPYs: A New Class of π-Extended NIR-Absorbing Materials.


ABSTRACT: Large π-conjugated systems are key in the area of molecular materials. Herein, we prepare via AuI -catalyzed cyclization a series of fully π-conjugated anthracene-fused oligo-BODIPYs. Their structural and optoelectronic properties were studied by several techniques, ranging from X-ray, UV/Vis, and cyclic voltammetry to transient absorption spectroscopy. As a complement, their electronic structures were explored by means of Density Functional Theory (DFT) calculations. Depending on the size and shape of the π-conjugated skeleton, unique features-such as face-to-face supramolecular organization, NIR absorption and fluorescence as well as strong electron accepting character-were noted. All in all, the aforementioned features render them valuable for technological applications.

SUBMITTER: Labella J 

PROVIDER: S-EPMC10107270 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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Anthracene-Fused Oligo-BODIPYs: A New Class of π-Extended NIR-Absorbing Materials.

Labella Jorge J   Durán-Sampedro Gonzalo G   Krishna Swathi S   Martínez-Díaz M Victoria MV   Guldi Dirk M DM   Torres Tomás T  

Angewandte Chemie (International ed. in English) 20221208 5


Large π-conjugated systems are key in the area of molecular materials. Herein, we prepare via Au<sup>I</sup> -catalyzed cyclization a series of fully π-conjugated anthracene-fused oligo-BODIPYs. Their structural and optoelectronic properties were studied by several techniques, ranging from X-ray, UV/Vis, and cyclic voltammetry to transient absorption spectroscopy. As a complement, their electronic structures were explored by means of Density Functional Theory (DFT) calculations. Depending on the  ...[more]

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