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- Title
Coumarin-Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications.
- Authors
Cerqueira, Ana F. R.; Almodôvar, Vítor A. S.; Neves, Maria G. P. M. S.; Tomé, Augusto C.
- Abstract
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 conjugateswere 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.
- Subjects
COUMARINS; HETEROCYCLIC compounds synthesis; MACROCYCLIC compound synthesis; TETRAPYRROLES; BENZENEDICARBONITRILE; ACYLATION
- Publication
Molecules, 2017, Vol 22, Issue 6, p994
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules22060994