A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study
We developed a new benzodifuran derivative as the condensation product between 2,6-diamino-4-(4-nitrophenyl)benzo[1,2-b:4,5-b’]difuran-3,7-dicarboxylate and 3-hydroxy-2-naphthaldehyde. The intramolecular hydrogen-bond interactions in the terminal <i>half-salen</i> moieties produce a ster...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-04-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/10/4/269 |
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| author | Rosita Diana Ugo Caruso Luigi Di Costanzo Gelsomina Bakayoko Barbara Panunzi |
| author_facet | Rosita Diana Ugo Caruso Luigi Di Costanzo Gelsomina Bakayoko Barbara Panunzi |
| author_sort | Rosita Diana |
| collection | DOAJ |
| description | We developed a new benzodifuran derivative as the condensation product between 2,6-diamino-4-(4-nitrophenyl)benzo[1,2-b:4,5-b’]difuran-3,7-dicarboxylate and 3-hydroxy-2-naphthaldehyde. The intramolecular hydrogen-bond interactions in the terminal <i>half-salen</i> moieties produce a sterically encumbered highly conjugated main plane and a D-A-D (donor-acceptor-donor) T-shaped structure. The novel AIEgen (aggregation-induced enhanced emission generator) fulfils the requirement of RIR (restriction of intramolecular rotation) molecules. DR/NIR (deep red/near infrared) emission was recorded in solution and in the solid state, with a noteworthy photoluminescence quantum yield recorded on the neat crystals which undergo some mechanochromism. The crystal structure study of the probe from data collected at a synchrotron X-ray source shows a main aromatic plane π-stacked in a columnar arrangement. |
| first_indexed | 2024-03-10T20:44:07Z |
| format | Article |
| id | doaj.art-99ef46aa3070485ab60a6897cda586b9 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-10T20:44:07Z |
| publishDate | 2020-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-99ef46aa3070485ab60a6897cda586b92023-11-19T20:29:17ZengMDPI AGCrystals2073-43522020-04-0110426910.3390/cryst10040269A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure StudyRosita Diana0Ugo Caruso1Luigi Di Costanzo2Gelsomina Bakayoko3Barbara Panunzi4Department of Agriculture, University of Napoli Federico II, 80055 Portici NA, ItalyDepartment of Chemical Sciences, University of Napoli Federico II, 80126 Napoli, ItalyDepartment of Agriculture, University of Napoli Federico II, 80055 Portici NA, ItalyDepartment of Chemical Sciences, University of Napoli Federico II, 80126 Napoli, ItalyDepartment of Agriculture, University of Napoli Federico II, 80055 Portici NA, ItalyWe developed a new benzodifuran derivative as the condensation product between 2,6-diamino-4-(4-nitrophenyl)benzo[1,2-b:4,5-b’]difuran-3,7-dicarboxylate and 3-hydroxy-2-naphthaldehyde. The intramolecular hydrogen-bond interactions in the terminal <i>half-salen</i> moieties produce a sterically encumbered highly conjugated main plane and a D-A-D (donor-acceptor-donor) T-shaped structure. The novel AIEgen (aggregation-induced enhanced emission generator) fulfils the requirement of RIR (restriction of intramolecular rotation) molecules. DR/NIR (deep red/near infrared) emission was recorded in solution and in the solid state, with a noteworthy photoluminescence quantum yield recorded on the neat crystals which undergo some mechanochromism. The crystal structure study of the probe from data collected at a synchrotron X-ray source shows a main aromatic plane π-stacked in a columnar arrangement.https://www.mdpi.com/2073-4352/10/4/269DR/NIRfluorescenceAIEgenT-shaped |
| spellingShingle | Rosita Diana Ugo Caruso Luigi Di Costanzo Gelsomina Bakayoko Barbara Panunzi A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study Crystals DR/NIR fluorescence AIEgen T-shaped |
| title | A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study |
| title_full | A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study |
| title_fullStr | A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study |
| title_full_unstemmed | A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study |
| title_short | A Novel DR/NIR T-Shaped AIEgen: Synthesis and X-Ray Crystal Structure Study |
| title_sort | novel dr nir t shaped aiegen synthesis and x ray crystal structure study |
| topic | DR/NIR fluorescence AIEgen T-shaped |
| url | https://www.mdpi.com/2073-4352/10/4/269 |
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