dc.contributor.author | Hadjikyprianou, Eleni | en |
dc.contributor.author | Petrides, Sotiris | en |
dc.contributor.author | Kourtellaris, Andreas | en |
dc.contributor.author | Tasiopoulos, Anastasios J. | en |
dc.contributor.author | Georgiades, Savvas N. | en |
dc.contributor.editor | Mendes, Ricardo F. | en |
dc.creator | Hadjikyprianou, Eleni | en |
dc.creator | Petrides, Sotiris | en |
dc.creator | Kourtellaris, Andreas | en |
dc.creator | Tasiopoulos, Anastasios J. | en |
dc.creator | Georgiades, Savvas N. | en |
dc.date.accessioned | 2024-07-02T11:06:45Z | |
dc.date.available | 2024-07-02T11:06:45Z | |
dc.date.issued | 2023-08-01 | |
dc.identifier.issn | 19961944 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/66300 | en |
dc.description.abstract | Metal-organic frameworks (MOFs) have attracted considerable interest as emerging heterogeneous catalysts for organic transformations of synthetic utility. Herein, a Lewis-acidic MOF, {[Cu3(PEIP)2(5-NH2-mBDC)(DMF)]·7DMF}∞, denoted as Cu(ΙΙ)-PEIP, has been synthesized via a one-pot process and deployed as an efficient heterogeneous catalyst for a Diels–Alder cycloaddition. Specifically, the [4 + 2] cycloaddition of 13 substituted azachalcone dienophiles with cyclopentadiene has been investigated. MOF-catalyzed reaction conditions were optimized, leading to the selection of water as the solvent, in the presence of 10% mol sodium dodecyl sulfate (SDS) to address substrate solubility. The Cu(II)-PEIP catalyst showed excellent activity under these green and mild conditions, exhibiting comparable or, in some cases, superior efficiency to a homogeneous catalyst often employed in Diels–Alder reactions, namely, Cu(OTf)2. The nature of the azachalcone substituent played a significant role in the reactivity of the dienophiles, with electron-withdrawing (EW) substituents enhancing conversion and electron-donating (ED) ones exhibiting the opposite effect. Coordinating substituents appeared to enhance the endo selectivity. Importantly, the Cu(II)-PEIP catalyst can be readily isolated from the reaction mixture and recycled up to four times without any significant reduction in conversion or selectivity. | en |
dc.language.iso | eng | en |
dc.publisher | Multidisciplinary Digital Publishing Institute (MDPI) | en |
dc.rights | CC0 1.0 Universal | * |
dc.rights.uri | http://creativecommons.org/publicdomain/zero/1.0/ | * |
dc.source | Materials | en |
dc.source.uri | https://www.mdpi.com/1996-1944/16/15/5298 | en |
dc.subject | Diels–Alder cycloaddition | en |
dc.subject | Green solvent | en |
dc.subject | heterogeneous catalysis | en |
dc.subject | MOF | en |
dc.subject | Sustainability | en |
dc.title | Catalysis of a Diels–Alder Reaction between Azachalcones and Cyclopentadiene by a Recyclable Copper(II)-PEIP Metal-Organic Framework | en |
dc.type | info:eu-repo/semantics/article | en |
dc.identifier.doi | 10.3390/ma16155298 | |
dc.description.volume | 16 | |
dc.description.issue | 15 | |
dc.description.startingpage | 5298 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | © 2023 by the authors. | en |
dc.contributor.orcid | Tasiopoulos, Anastasios J. [0000-0002-4804-3822] | |
dc.contributor.orcid | Georgiades, Savvas N. [0000-0002-6106-9904] | |
dc.type.subtype | SCIENTIFIC_JOURNAL | en |
dc.gnosis.orcid | 0000-0002-4804-3822 | |
dc.gnosis.orcid | 0000-0002-6106-9904 | |