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

Angew Chem Int Ed Engl

Department of Organic Chemistry, Universidad Autónoma de Madrid, Campus de Cantoblanco, C/Francisco Tomás y Valiente 7, 28049, Madrid, Spain.

Published: January 2023

Large π-conjugated systems are key in the area of molecular materials. Herein, we prepare via Au -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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10107270PMC
http://dx.doi.org/10.1002/anie.202214543DOI Listing

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

Angew Chem Int Ed Engl

January 2023

Department of Organic Chemistry, Universidad Autónoma de Madrid, Campus de Cantoblanco, C/Francisco Tomás y Valiente 7, 28049, Madrid, Spain.

Large π-conjugated systems are key in the area of molecular materials. Herein, we prepare via Au -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.

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