Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions.
Rumen LyapchevAna I KolevaIskra Z KolevaKristian SubevIvelina MadzharovaKristina B SimeonovaNevena I Petkova-YankovaBernd MorgensternVesela V LozanovaPetar Y PetrovRositca D NikolovaPublished in: Molecules (Basel, Switzerland) (2022)
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.
Keyphrases
- molecular dynamics
- living cells
- fluorescent probe
- quantum dots
- molecular docking
- monte carlo
- density functional theory
- randomized controlled trial
- molecular dynamics simulations
- energy transfer
- air pollution
- label free
- optical coherence tomography
- high resolution
- structure activity relationship
- oxide nanoparticles