Bibliographic Details
| Title: |
Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions. |
| Authors: |
Lyapchev, Rumen1 (AUTHOR), Koleva, Ana I.1 (AUTHOR) ohak@chem.uni-sofia.bg, Koleva, Iskra Z.1 (AUTHOR), Subev, Kristian1 (AUTHOR), Madzharova, Ivelina1 (AUTHOR), Simeonova, Kristina B.1 (AUTHOR), Petkova-Yankova, Nevena1 (AUTHOR), Morgenstern, Bernd2 (AUTHOR), Lozanova, Vesela3 (AUTHOR), Petrov, Petar Y.1 (AUTHOR), Nikolova, Rositca D.1 (AUTHOR) |
| Source: |
Molecules. Nov2022, Vol. 27 Issue 21, p7649. 34p. |
| Subject Terms: |
*COUMARINS, *PALLADIUM, *HETEROCYCLIC compounds, *OPTICAL properties, *SONOGASHIRA reaction, *SUZUKI reaction |
| 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. [ABSTRACT FROM AUTHOR] |
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