Institut des Sciences Chimiques de Rennes, Equipe Matière Condensée et Systèmes Electroactifs, Université de Rennes 1 - CNRS UMR 6226, Campus de Beaulieu, Bat 10C, Avenue du Général Leclerc, 35042, Rennes Cedex, France.
J Org Chem. 2013 Feb 1;78(3):886-98. doi: 10.1021/jo302183f. Epub 2013 Jan 15.
3π-2spiro compounds are constituted of three π-systems linked through two shared spiro carbons leading to a three-dimensional architecture. The modulation of the electronic properties of such molecular systems can be achieved through the modification and/or substitution of their different π-systems and by the modification of their geometry. The present work is focused on the tuning of the electrochemical properties of a wide range of 3π-2spiro compounds based on fluorenyl, xanthenyl, 2,7-disubstituted fluorenyl, 1,2-b- or 2,1-a-indenofluorenyl, and pentaphenylenyl fragments with a main emphasis on the localization of the successive electron transfers. A detailed structure-property relationship study of interest for the organic electronics scientific community is then drawn.
3π-2 螺环化合物由三个通过两个共享螺碳原子连接的π 体系组成,形成三维结构。通过修饰和/或取代它们的不同π 体系以及改变它们的几何形状,可以实现此类分子系统的电子性质的调节。本工作重点是基于芴基、蒽基、2,7-二取代芴基、1,2-b-或 2,1-a-茚并芴基和五苯并菲基片段的一系列 3π-2 螺环化合物的电化学性质的调节,特别强调连续电子转移的定位。然后绘制了对有机电子科学界感兴趣的详细的结构-性质关系研究。