Three free-base and two Zn(II) porphyrins carrying one alkene-substituted meso-aryl group and three solubilizing pentyl groups were prepared via mixed aldehyde-type syntheses. A meso $p$-allyloxyphenyl porphyrin was obtained via the corresponding 5-($p$-allyloxyphenyl) dipyrromethane. The porphyrins were fully characterized using a combination of NMR spectroscopy, high-resolution mass spectrometry, and UV-Vis absorption and emission spectroscopies. Two of the free-base porphyrins were heated in the presence of AIBN or benzoyl peroxide as the initiator. The major isolated products of these reactions contained two porphyrin units based on the results of MALDI-MS and ¹H NMR analysis data, which was supported by the results of FTIR, UV-Vis absorption and emission spectroscopies, and gel permeation and liquid chromatographies. Additionally, the acrylamide-functionalized porphyrin could be attached to a polylysine scaffold under basic conditions. These results suggest that the olefinic handle can be used to assemble structures containing multiple porphyrinic macrocycles.

通过混合醛型合成制备了三种游离碱和两种带有一个烯烃取代的内消旋芳基和三个增溶性戊基的锌(II)卟啉。中观$p$-烯丙氧基苯基卟啉是通过相应的5-($p$-烯丙氧基苯基)二吡咯甲烷。结合核磁共振波谱、高分辨率质谱以及紫外-可见吸收和发射光谱，对卟啉进行了全面表征。将两种游离碱卟啉在 AIBN 或过氧化苯甲酰作为引发剂的存在下加热。根据 MA​​LDI-MS 的结果，这些反应的主要分离产物含有两个卟啉单元和¹H NMR 分析数据，得到 FTIR、UV-Vis 吸收和发射光谱、凝胶渗透和液相色谱结果的支持。此外，丙烯酰胺功能化的卟啉可以在碱性条件下附着到聚赖氨酸支架上。这些结果表明烯属柄可用于组装含有多个卟啉大环的结构。