Locke Gemma M, Flanagan Keith J, Senge Mathias O
School of Chemistry, SFI Tetrapyrrole Laboratory, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin 2, Ireland.
Beilstein J Org Chem. 2020 Apr 17;16:763-777. doi: 10.3762/bjoc.16.70. eCollection 2020.
Herein, 9,10-diethynyltriptycene is investigated for its use as a rigid isolating unit in the synthesis of multichromophoric arrays. Sonogashira cross-coupling conditions are utilized to attach various porphyrins and boron dipyrromethenes (BODIPYs) to the triptycene scaffold. While there are previous examples of triptycene porphyrin complexes, this work reports the first example of a linearly connected porphyrin dimer, linked through the bridgehead carbons of triptycene. Symmetric and unsymmetric examples of these complexes are demonstrated and single crystal X-ray analysis of an unsymmetrically substituted porphyrin dimer highlights the evident linearity in these systems. Moreover, initial UV-vis and fluorescence studies show the promise of triptycene as a linker for electron transfer studies, showcasing its isolating nature.
在此，对9,10 - 二乙炔基三蝶烯作为刚性隔离单元用于多发色团阵列合成进行了研究。利用Sonogashira交叉偶联条件将各种卟啉和硼二吡咯亚甲基（BODIPY）连接到三蝶烯骨架上。虽然之前有三蝶烯卟啉配合物的例子，但这项工作报道了第一个通过三蝶烯桥头碳连接的线性连接卟啉二聚体的例子。展示了这些配合物的对称和不对称实例，并且对一个不对称取代的卟啉二聚体的单晶X射线分析突出了这些体系中明显的线性特征。此外，初步的紫外 - 可见光谱和荧光研究表明三蝶烯作为电子转移研究连接体的潜力，展现了其隔离性质。
