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DC Field | Value | Language |
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dc.contributor.author | Galea, Claudia | - |
dc.contributor.author | Makuc, Damjan | - |
dc.contributor.author | Szaciłowski, Konrad | - |
dc.contributor.author | Plavec, Janez | - |
dc.contributor.author | Magri, David C. | - |
dc.date.accessioned | 2021-03-09T15:06:34Z | - |
dc.date.available | 2021-03-09T15:06:34Z | - |
dc.date.issued | 2020 | - |
dc.identifier.citation | Galea, C., Makuc, D., Szaciłowski, K., Plavec, J., & Magri, D. C. (2020). Synthesis and spectroscopic studies of diaza-8-crown-4-dinitrophenyl ethers. Supramolecular Chemistry, 32(1), 13-22. | en_GB |
dc.identifier.uri | https://www.um.edu.mt/library/oar/handle/123456789/70764 | - |
dc.description.abstract | Themacrocycles 3,7-bis(3-nitrophenyl)-1,5,3,7-dioxadiazocane 1 and 3,7-bis(4-nitrophenyl)-1,5,3,7-dioxadiazocane 2 were synthesised by a one-pot reaction with substituted nitroanilines and formaldehyde under acidic conditions. The same reaction with 2-nitroaniline yielded N, N’-(oxybis(methylene))bis (2-nitroaniline) 3 rather than 3,7-bis(2-nitrophenyl)-1,5,3,7-dioxadiazocane 4. The yellow powders 1–3 were characterised by 1H/13C/15N NMR, FTIR and HRMS. The photophysical properties were studied by UV-visible absorption and steady-state fluorescence spectroscopy. Acid dissociation constants were determined by UV-visible absorption titrations in 1:1 (v/v) acetonitrile/water to be 0.80 and 3.1 for the meta- and para-substituted compounds 1 and 2, respectively. Compounds 1 and 2 were discovered to fluoresce in the solid-state, yellow and green, respectively, but not in solution. Density functional theory (DFT) calculations for 1–4 provide insight into the frontier molecular orbital energy levels. These compounds represent a new class of fluorescent heterocyclic building blocks for organic and supramolecular applications. | en_GB |
dc.language.iso | en | en_GB |
dc.publisher | Taylor & Francis | en_GB |
dc.rights | info:eu-repo/semantics/restrictedAccess | en_GB |
dc.subject | Charge transfer | en_GB |
dc.subject | Macrocyclic compounds | en_GB |
dc.subject | Fluorescence | en_GB |
dc.subject | Spectrum analysis | en_GB |
dc.title | Synthesis and spectroscopic studies of diaza-8-crown-4-dinitrophenyl ethers | en_GB |
dc.type | article | en_GB |
dc.rights.holder | The copyright of this work belongs to the author(s)/publisher. The rights of this work are as defined by the appropriate Copyright Legislation or as modified by any successive legislation. Users may access this work and can make use of the information contained in accordance with the Copyright Legislation provided that the author must be properly acknowledged. Further distribution or reproduction in any format is prohibited without the prior permission of the copyright holder. | en_GB |
dc.description.reviewed | peer-reviewed | en_GB |
dc.identifier.doi | 10.1080/10610278.2019.1662420 | - |
dc.publication.title | Supramolecular Chemistry | en_GB |
Appears in Collections: | Scholarly Works - FacSciChe |
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Synthesis_and_spectroscopic_studies_of_diaza-8-crown-4-dinitrophenyl_ethers_2020.pdf Restricted Access | 1.5 MB | Adobe PDF | View/Open Request a copy |
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