Delgado Irene Hernández, Pascal Simon, Besnard Céline, Voci Silvia, Bouffier Laurent, Sojic Neso, Lacour Jérôme
Department of Organic Chemistry, University of Geneva, quai Ernest Ansermet 30, 1211, Geneva 4, Switzerland.
Laboratory of Crystallography, University of Geneva, quai Ernest Ansermet 24, 1211, Geneva 4, Switzerland.
Chemistry. 2018 Jul 17;24(40):10186-10195. doi: 10.1002/chem.201801486. Epub 2018 Jun 25.
A series of nine C-functionalized cationic diazaoxatriangulene (DAOTA) dyes have been successfully synthesized and fully characterized, including X-ray structural analysis of four derivatives. The introduction of electron-withdrawing or -donating functions enables the tuning of both electro- and photochemical properties with, for instance, two consecutive (reversible) reductions or oxidations observed for nitro or amino derivatives, respectively. The substituents also impacted on the optical properties, with absorption maxima varying from λ=528 to 640 nm and fluorescence being shifted from the yellow to the red range, up to λ=656 nm.
已成功合成并全面表征了一系列九种C-官能化阳离子二氮杂氧杂三蝶烯（DAOTA）染料，包括对四种衍生物的X射线结构分析。吸电子或给电子官能团的引入能够调节电化学和光化学性质，例如，硝基或氨基衍生物分别观察到两个连续的（可逆的）还原或氧化过程。取代基也影响光学性质，最大吸收波长在λ=528至640 nm之间变化，荧光从黄色范围转移到红色范围，直至λ=656 nm。
