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Chiral self-discriminative self-assembling of meso-meso linked diporphyrins

机译：中观介导的双卟啉的手性自区分自组装

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We have explored a variety of self-assembled cyclic porphyrin arrays mainly as biomimetic models of light harvesting antenna in photosynthetic systems. The key reaction is Ag(Ⅰ)-promoted coupling reaction of 5,15-diaryl zinc(Ⅱ) porphyrin that provides a meso-meso linked diporphyrin. mew-Pyridine-appended zinc(Ⅱ) porphyrins M1-M3 and their meso-meso linked dimers D1-D3 assemble spontaneously in non-coordinating solvents into tetrameric porphyrin squares S1-S3 and porphyrin boxes B1-B3, respectively. In the latter case, it has been demonstrated that four molecules of R-diporphyrin assemble into R-box and four molecules of S-diporphyrin assemble into S-box via rigorous homochiral self-sorting process. Efficient excitation energy transfer along these cyclic porphyrin arrays has been revealed by the time-resolved transient absorption and fluorescence measurements. We have also demonstrated that the meso-cinchomeronimide appended Zn(Ⅱ) porphyrin CIM forms a cyclic trimer, while the corresponding diporphyrins CID exhibit high-fidelity self-sorting assembling to form discrete cyclic trimer, tetramer, and pentamer with large association constants, through perfect discrimination of enantiomeric and conformational differences of the meso-cinchomeronimide substituents.
机译：我们已经探索了各种自组装的环状卟啉阵列，主要是作为光合作用系统中光收集天线的仿生模型。关键反应是Ag（Ⅰ）促进的5,15-二芳基锌（Ⅱ）卟啉偶联反应，该反应提供了介观连接的二卟啉。在非配位溶剂中，甲基吡啶加锌卟啉M1-M3及其介观连接的二聚体D1-D3分别自组装成四聚体卟啉S1-S3和卟啉盒B1-B3。在后一种情况下，已证明通过严格的同手性自分选过程，四个分子的R-双卟啉组装成R-box，四个分子的S-双卟啉组装成S-box。时间分辨的瞬态吸收和荧光测量揭示了沿着这些环状卟啉阵列的有效激发能转移。我们还证明了，中辛基辛二酰亚胺与Zn（Ⅱ）卟啉CIM形成环状三聚体，而相应的卟啉CID表现出高保真自分选，形成具有较大缔合常数的离散环状三聚体，四聚体和五聚体。完美区分中-辛可隆酰亚胺酰亚胺取代基的对映异构和构象差异。

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