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Deep Eutectic Solvent (DES)-Mediated One-Pot Multicomponent Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives and Their Photophysical Properties
[Image: see text] An efficient and green methodology to assemble various functionalized naphthalimide-centered acridine-1,8-dione derivatives involving a one-pot multicomponent protocol has successfully been developed. Herein, a variety of aromatic aldehydes, 1,3-diketones, 1,8-naphthanoic anhydride...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9558244/ https://www.ncbi.nlm.nih.gov/pubmed/36249394 http://dx.doi.org/10.1021/acsomega.2c04026 |
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author | Rather, Ishfaq Ahmad Alotaibi, Saad H. Alotaibi, Mohammed T. Altaf, Mohammad Ali, Rashid |
author_facet | Rather, Ishfaq Ahmad Alotaibi, Saad H. Alotaibi, Mohammed T. Altaf, Mohammad Ali, Rashid |
author_sort | Rather, Ishfaq Ahmad |
collection | PubMed |
description | [Image: see text] An efficient and green methodology to assemble various functionalized naphthalimide-centered acridine-1,8-dione derivatives involving a one-pot multicomponent protocol has successfully been developed. Herein, a variety of aromatic aldehydes, 1,3-diketones, 1,8-naphthanoic anhydride, and hydrazine hydrate have been condensed under a reusable, inexpensive, and biodegradable deep eutectic solvent (DES) of N,N′-dimethyl urea and l-(+)-tartaric acid to obtain the desired targets under operationally mild reaction conditions with outstanding conversions. Strikingly, in this strategy, the DES plays a dual role of a catalyst and solvent and was recycled efficiently in four consecutive runs with no substantial drop in the yield of the desired product. Interestingly, the easy recovery and high reusability of the DES make this simple yet efficient protocol environmentally desirable. Moreover, the preliminary photophysical properties of thus-prepared valuable molecules have also been investigated by ultraviolet–visible (UV–vis) and fluorescence spectroscopy. |
format | Online Article Text |
id | pubmed-9558244 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-95582442022-10-14 Deep Eutectic Solvent (DES)-Mediated One-Pot Multicomponent Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives and Their Photophysical Properties Rather, Ishfaq Ahmad Alotaibi, Saad H. Alotaibi, Mohammed T. Altaf, Mohammad Ali, Rashid ACS Omega [Image: see text] An efficient and green methodology to assemble various functionalized naphthalimide-centered acridine-1,8-dione derivatives involving a one-pot multicomponent protocol has successfully been developed. Herein, a variety of aromatic aldehydes, 1,3-diketones, 1,8-naphthanoic anhydride, and hydrazine hydrate have been condensed under a reusable, inexpensive, and biodegradable deep eutectic solvent (DES) of N,N′-dimethyl urea and l-(+)-tartaric acid to obtain the desired targets under operationally mild reaction conditions with outstanding conversions. Strikingly, in this strategy, the DES plays a dual role of a catalyst and solvent and was recycled efficiently in four consecutive runs with no substantial drop in the yield of the desired product. Interestingly, the easy recovery and high reusability of the DES make this simple yet efficient protocol environmentally desirable. Moreover, the preliminary photophysical properties of thus-prepared valuable molecules have also been investigated by ultraviolet–visible (UV–vis) and fluorescence spectroscopy. American Chemical Society 2022-09-26 /pmc/articles/PMC9558244/ /pubmed/36249394 http://dx.doi.org/10.1021/acsomega.2c04026 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Rather, Ishfaq Ahmad Alotaibi, Saad H. Alotaibi, Mohammed T. Altaf, Mohammad Ali, Rashid Deep Eutectic Solvent (DES)-Mediated One-Pot Multicomponent Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives and Their Photophysical Properties |
title | Deep Eutectic Solvent
(DES)-Mediated One-Pot Multicomponent
Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives
and Their Photophysical Properties |
title_full | Deep Eutectic Solvent
(DES)-Mediated One-Pot Multicomponent
Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives
and Their Photophysical Properties |
title_fullStr | Deep Eutectic Solvent
(DES)-Mediated One-Pot Multicomponent
Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives
and Their Photophysical Properties |
title_full_unstemmed | Deep Eutectic Solvent
(DES)-Mediated One-Pot Multicomponent
Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives
and Their Photophysical Properties |
title_short | Deep Eutectic Solvent
(DES)-Mediated One-Pot Multicomponent
Green Approach for Naphthalimide-Centered Acridine-1,8-dione Derivatives
and Their Photophysical Properties |
title_sort | deep eutectic solvent
(des)-mediated one-pot multicomponent
green approach for naphthalimide-centered acridine-1,8-dione derivatives
and their photophysical properties |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9558244/ https://www.ncbi.nlm.nih.gov/pubmed/36249394 http://dx.doi.org/10.1021/acsomega.2c04026 |
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