A Quantum-Chemical Study of Tautomeric Equilibria of Fluorescein Dyes in DMSO

作者：Lebed A V^*; Biryukov A V; Mchedlov Petrossyan N O

来源：Chemistry of Heterocyclic Compounds, 2014, 50(3): 336-348.

DOI：10.1007/s10593-014-1481-8

• aminofluorescein
• eosin
• fluorescein
• tetranitrofluorescein
• quantum-chemical calculations
• tautomerism of ions and molecules in solutions

We evaluated the relative thermodynamic stability of various molecular and anionic tautomers of fluorescein, its 2,4,5,7-tetrabromo derivative (eosin), and also sulfofluorescein, 4'- and 5'-amino-fluoresceins, and 2,4,5,7-tetranitrofluorescein in DMSO, based on a quantum-chemical investigation; in some cases the calculations were performed for gas phase and aqueous solutions. These results, obtained for 39 structures (15 of which were studied by quantum-chemical methods for the first time) generally agree with the previously published experimental data.

• 出版日期2014-6