Three-Dimensional Pyrene-Fused N-Heteroacenes

[Image: see text] Four three-dimensional (3D) pyrene-fused N-heteroacenes (P1–P4) are designed and synthesized. From P1 to P4, their lengths are extended in an iterative way, where the thiadiazole unit can be reduced to diamine and the obtained diamines can be further condensed with the diketones wi...

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Autores principales: Hu, Ben-Lin, An, Cunbin, Wagner, Manfred, Ivanova, Georgia, Ivanova, Anela, Baumgarten, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727623/
https://www.ncbi.nlm.nih.gov/pubmed/30860825
http://dx.doi.org/10.1021/jacs.9b01082
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author Hu, Ben-Lin
An, Cunbin
Wagner, Manfred
Ivanova, Georgia
Ivanova, Anela
Baumgarten, Martin
author_facet Hu, Ben-Lin
An, Cunbin
Wagner, Manfred
Ivanova, Georgia
Ivanova, Anela
Baumgarten, Martin
author_sort Hu, Ben-Lin
collection PubMed
description [Image: see text] Four three-dimensional (3D) pyrene-fused N-heteroacenes (P1–P4) are designed and synthesized. From P1 to P4, their lengths are extended in an iterative way, where the thiadiazole unit can be reduced to diamine and the obtained diamines can be further condensed with the diketones with a thiadiazole unit. Compared to their two-dimensional counterparts, the solubility of these 3D pyrene-fused N-heteroacenes is improved by this 3D covalent linkage with two-dimensional units. The diameters of P1–P4 are 3.66, 6.06, 8.48 and 10.88 nm, respectively, and these 3D molecules are characterized by (1)H, (13)C and 2D NMR, MS, UV–vis, PL and CV spectra. Our strategy shows a promising way to large 3D pyrene-fused N-heteroacenes.
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spelling pubmed-67276232019-09-06 Three-Dimensional Pyrene-Fused N-Heteroacenes Hu, Ben-Lin An, Cunbin Wagner, Manfred Ivanova, Georgia Ivanova, Anela Baumgarten, Martin J Am Chem Soc [Image: see text] Four three-dimensional (3D) pyrene-fused N-heteroacenes (P1–P4) are designed and synthesized. From P1 to P4, their lengths are extended in an iterative way, where the thiadiazole unit can be reduced to diamine and the obtained diamines can be further condensed with the diketones with a thiadiazole unit. Compared to their two-dimensional counterparts, the solubility of these 3D pyrene-fused N-heteroacenes is improved by this 3D covalent linkage with two-dimensional units. The diameters of P1–P4 are 3.66, 6.06, 8.48 and 10.88 nm, respectively, and these 3D molecules are characterized by (1)H, (13)C and 2D NMR, MS, UV–vis, PL and CV spectra. Our strategy shows a promising way to large 3D pyrene-fused N-heteroacenes. American Chemical Society 2019-03-12 2019-04-03 /pmc/articles/PMC6727623/ /pubmed/30860825 http://dx.doi.org/10.1021/jacs.9b01082 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Hu, Ben-Lin
An, Cunbin
Wagner, Manfred
Ivanova, Georgia
Ivanova, Anela
Baumgarten, Martin
Three-Dimensional Pyrene-Fused N-Heteroacenes
title Three-Dimensional Pyrene-Fused N-Heteroacenes
title_full Three-Dimensional Pyrene-Fused N-Heteroacenes
title_fullStr Three-Dimensional Pyrene-Fused N-Heteroacenes
title_full_unstemmed Three-Dimensional Pyrene-Fused N-Heteroacenes
title_short Three-Dimensional Pyrene-Fused N-Heteroacenes
title_sort three-dimensional pyrene-fused n-heteroacenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727623/
https://www.ncbi.nlm.nih.gov/pubmed/30860825
http://dx.doi.org/10.1021/jacs.9b01082
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