Faculty of Chemistry and Pharmacy, Sofia University "St. Kliment Ohridski", 1164 Sofia, Bulgaria.
Department of Inorganic Solid-State Chemistry, Saarland University, 66123 Saarbrücken, Germany.
Molecules. 2022 Nov 7;27(21):7649. doi: 10.3390/molecules27217649.
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.
对一些芳基取代的 3-膦酰基香豆素的光谱性质进行了量子化学计算，并评估了芳基部分取代基的影响。通过 Suzuki 和 Sonogashira 交叉偶联成功合成了具有良好荧光性质的结构。该合成方案还应用于 3-膦酰基香豆素的磷化学异构体 1,2-苯并恶磷和它们的羧酸酯类似物。对芳基化和炔基化产物的光学性质进行了实验测定。获得的量子化学和实验结果为通过改变其 C-6 位置的取代基来精细调整含磷香豆素体系的光学性质提供了可能性。
