Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications
This review covers the synthesis of coumarin–porphyrin, coumarin–phthalocyanine and coumarin–corrole conjugates and their potential applications. While coumarin–phthalocyanine conjugates were obtained almost exclusively by tetramerization of coumarin-functionalized phthalonitriles, coumarin–porphyri...
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| Format: | Article |
| Language: | English |
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MDPI AG
2017-06-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/22/6/994 |
| _version_ | 1817969151253151744 |
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| author | Ana F. R. Cerqueira Vítor A. S. Almodôvar Maria G. P. M. S. Neves Augusto C. Tomé |
| author_facet | Ana F. R. Cerqueira Vítor A. S. Almodôvar Maria G. P. M. S. Neves Augusto C. Tomé |
| author_sort | Ana F. R. Cerqueira |
| collection | DOAJ |
| description | This review covers the synthesis of coumarin–porphyrin, coumarin–phthalocyanine and coumarin–corrole conjugates and their potential applications. While coumarin–phthalocyanine conjugates were obtained almost exclusively by tetramerization of coumarin-functionalized phthalonitriles, coumarin–porphyrin and coumarin–corrole conjugates were prepared by complementary approaches: (a) direct synthesis of the tetrapyrrolic macrocycle using formylcoumarins and pyrrole or (b) by functionalization of the tetrapyrrolic macrocycle. In the last approach a range of reaction types were used, namely 1,3-dipolar cycloadditions, hetero-Diels–Alder, Sonogashira, alkylation or acylation reactions. This is clearly a more versatile approach, leading to a larger diversity of conjugates and allowing the access to conjugates bearing one to up to 16 coumarin units. |
| first_indexed | 2024-04-13T20:17:47Z |
| format | Article |
| id | doaj.art-cb7cc93d56a74df58813f3239c7c47b0 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T20:17:47Z |
| publishDate | 2017-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-cb7cc93d56a74df58813f3239c7c47b02022-12-22T02:31:40ZengMDPI AGMolecules1420-30492017-06-0122699410.3390/molecules22060994molecules22060994Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and ApplicationsAna F. R. Cerqueira0Vítor A. S. Almodôvar1Maria G. P. M. S. Neves2Augusto C. Tomé3Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, PortugalDepartment of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, PortugalDepartment of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, PortugalDepartment of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, PortugalThis review covers the synthesis of coumarin–porphyrin, coumarin–phthalocyanine and coumarin–corrole conjugates and their potential applications. While coumarin–phthalocyanine conjugates were obtained almost exclusively by tetramerization of coumarin-functionalized phthalonitriles, coumarin–porphyrin and coumarin–corrole conjugates were prepared by complementary approaches: (a) direct synthesis of the tetrapyrrolic macrocycle using formylcoumarins and pyrrole or (b) by functionalization of the tetrapyrrolic macrocycle. In the last approach a range of reaction types were used, namely 1,3-dipolar cycloadditions, hetero-Diels–Alder, Sonogashira, alkylation or acylation reactions. This is clearly a more versatile approach, leading to a larger diversity of conjugates and allowing the access to conjugates bearing one to up to 16 coumarin units.http://www.mdpi.com/1420-3049/22/6/994coumarinsporphyrinsphthalocyaninescorroles |
| spellingShingle | Ana F. R. Cerqueira Vítor A. S. Almodôvar Maria G. P. M. S. Neves Augusto C. Tomé Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications Molecules coumarins porphyrins phthalocyanines corroles |
| title | Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications |
| title_full | Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications |
| title_fullStr | Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications |
| title_full_unstemmed | Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications |
| title_short | Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications |
| title_sort | coumarin tetrapyrrolic macrocycle conjugates synthesis and applications |
| topic | coumarins porphyrins phthalocyanines corroles |
| url | http://www.mdpi.com/1420-3049/22/6/994 |
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