Photochemistry Center of RAS, FSRC "Crystallography and Photonics", Russian Academy of Sciences, Novatorov Str. 7A-1, 119421 Moscow, Russia.
N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskiy Prosp. 31, 119991 Moscow, Russia.
Molecules. 2022 Nov 5;27(21):7602. doi: 10.3390/molecules27217602.
A series of symmetrical dibenzylidene derivatives of cyclobutanone were synthesized with the goal of studying the physicochemical properties of cross-conjugated dienones (ketocyanine dyes). The structures of the products were established and studied by X-ray diffraction and by NMR and electronic spectroscopy. All the products had ,-geometry. The oxidation and reduction potentials of the dienones were determined by cyclic voltammetry. The potentials were shown to depend on the nature, position, and number of substituents in the benzene rings. A linear correlation was found between the difference of the electrochemical oxidation and reduction potentials and the energy of the long-wavelength absorption maximum. This correlation can be employed to analyze the properties of other compounds of this type. Quantum chemistry was used to explain the observed regularities in the electrochemistry, absorption, and fluorescence of the dyes. The results are in good agreement with the experimental redox potentials and spectroscopy data.
一系列环丁酮的对称二苄叉衍生物被合成出来，目的是研究交叉共轭二烯酮（酮花青染料）的物理化学性质。通过 X 射线衍射、NMR 和电子光谱对产物的结构进行了建立和研究。所有产物均具有，-几何构型。通过循环伏安法测定了二烯酮的氧化还原电位。结果表明，这些电位取决于苯环上取代基的性质、位置和数量。发现电化学氧化还原电位的差值与长波长吸收最大值的能量之间存在线性关系。这种关系可用于分析此类其他化合物的性质。量子化学被用来解释染料的电化学、吸收和荧光的观察到的规律性。结果与实验的氧化还原电位和光谱数据吻合良好。
