Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media

Two N-bridged pyrido[4,3-d]pyrimidine derivatives were synthesized toward realization of a self-assembled bis-rosette cage, in organic media. Starting from commercially available malononitrile dimer and dimethyl 5-aminoisophthalate, the target molecules were synthesized in 11 steps using a convergen...

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Autores principales: Igci, Cansu, Karaman, Osman, Fan, Yiwen, Gonzales, Arthur A., Fenniri, Hicham, Gunbas, Gorkem
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6206060/
https://www.ncbi.nlm.nih.gov/pubmed/30374175
http://dx.doi.org/10.1038/s41598-018-34080-9
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author Igci, Cansu
Karaman, Osman
Fan, Yiwen
Gonzales, Arthur A.
Fenniri, Hicham
Gunbas, Gorkem
author_facet Igci, Cansu
Karaman, Osman
Fan, Yiwen
Gonzales, Arthur A.
Fenniri, Hicham
Gunbas, Gorkem
author_sort Igci, Cansu
collection PubMed
description Two N-bridged pyrido[4,3-d]pyrimidine derivatives were synthesized toward realization of a self-assembled bis-rosette cage, in organic media. Starting from commercially available malononitrile dimer and dimethyl 5-aminoisophthalate, the target molecules were synthesized in 11 steps using a convergent approach. The final bridged compounds were characterized by nuclear magnetic resonance spectroscopy and high-resolution mass spectrometry. The hierarchical self-assembly of the nanocages into rosette nanotubes and nanobundles was established by electron microscopy and molecular modelling studies.
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spelling pubmed-62060602018-11-01 Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media Igci, Cansu Karaman, Osman Fan, Yiwen Gonzales, Arthur A. Fenniri, Hicham Gunbas, Gorkem Sci Rep Article Two N-bridged pyrido[4,3-d]pyrimidine derivatives were synthesized toward realization of a self-assembled bis-rosette cage, in organic media. Starting from commercially available malononitrile dimer and dimethyl 5-aminoisophthalate, the target molecules were synthesized in 11 steps using a convergent approach. The final bridged compounds were characterized by nuclear magnetic resonance spectroscopy and high-resolution mass spectrometry. The hierarchical self-assembly of the nanocages into rosette nanotubes and nanobundles was established by electron microscopy and molecular modelling studies. Nature Publishing Group UK 2018-10-29 /pmc/articles/PMC6206060/ /pubmed/30374175 http://dx.doi.org/10.1038/s41598-018-34080-9 Text en © The Author(s) 2018 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Igci, Cansu
Karaman, Osman
Fan, Yiwen
Gonzales, Arthur A.
Fenniri, Hicham
Gunbas, Gorkem
Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title_full Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title_fullStr Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title_full_unstemmed Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title_short Synthesis of N-Bridged Pyrido[4,3-d]pyrimidines and Self-Assembly into Twin Rosette Cages and Nanotubes in Organic Media
title_sort synthesis of n-bridged pyrido[4,3-d]pyrimidines and self-assembly into twin rosette cages and nanotubes in organic media
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6206060/
https://www.ncbi.nlm.nih.gov/pubmed/30374175
http://dx.doi.org/10.1038/s41598-018-34080-9
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