Please use this identifier to cite or link to this item:
doi:10.22028/D291-37953
Title: | Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions |
Author(s): | Lyapchev, Rumen Koleva, Ana I. Koleva, Iskra Z. Subev, Kristian Madzharova, Ivelina Simeonova, Kristina B. Petkova-Yankova, Nevena Morgenstern, Bernd Lozanova, Vesela Petrov, Petar Y. Nikolova, Rositca D. |
Language: | English |
Title: | Molecules |
Volume: | 27 |
Issue: | 21 |
Publisher/Platform: | MDPI |
Year of Publication: | 2022 |
Free key words: | 3-phosphonocoumarin 1,2-benzoxaphosphorin coumarin-3-carboxylates Pd-catalyzed reactions cross-coupling Suzuki reaction Sonogashira reaction photophysical properties fluorescence DFT calculations |
DDC notations: | 500 Science |
Publikation type: | Journal Article |
Abstract: | Quantum-chemical calculations on the spectral properties of some aryl substituted 3- phosphonocoumarins were performed, and the effect of the substituents in the aryl moiety was evaluated. The structures possessing promising fluorescent properties were successfully synthesized via Suzuki and Sonogashira cross-coupling. The synthetic protocol was also applied for the phosphorous chemoisomer of 3-phosphonocoumarin, 1,2-benzoxaphosphorin, and their carboxylate analogues. The optical properties of the arylated and alkynylated products were experimentally determined. The obtained quantum-chemical and experimental results give the possibility for a fine tuning of the optical properties of phosphorous-containing coumarin systems by altering the substituent at its C-6 position. |
DOI of the first publication: | 10.3390/molecules27217649 |
Link to this record: | urn:nbn:de:bsz:291--ds-379531 hdl:20.500.11880/34308 http://dx.doi.org/10.22028/D291-37953 |
ISSN: | 1420-3049 |
Date of registration: | 11-Nov-2022 |
Description of the related object: | Supplementary Materials |
Faculty: | NT - Naturwissenschaftlich- Technische Fakultät |
Department: | NT - Chemie |
Professorship: | NT - Prof. Dr. Guido Kickelbick |
Collections: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
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molecules-27-07649.pdf | 14,85 MB | Adobe PDF | View/Open |
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