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首页> 外文期刊>Chemistry: A European journal >Efficient complexation of pyrrole-bridged dizinc(II) bisporphyrin with fluorescent probe pyrene: Synthesis, structure, and photoinduced singlet-singlet energy transfer
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Efficient complexation of pyrrole-bridged dizinc(II) bisporphyrin with fluorescent probe pyrene: Synthesis, structure, and photoinduced singlet-singlet energy transfer

机译：吡咯桥联二卟啉双卟啉与荧光探针pyr的高效络合：合成，结构和光诱导单重态-单重态能量转移

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摘要

A diethylpyrrole-bridged dizinc(II) bisporphyrin (Zn_2DEP) is reported that encapsulates fluorescent probe pyrene molecules through strong π-π interactions, which can relay information about the chemical environment in the interior of the host-guest supramolecular assembly. X-ray structures of both Zn_2DEP and the encapsulated pyrene complex are reported, which provides a rare opportunity to investigate the structural changes upon guest binding. A comparative structural analysis demonstrated the exceptional ability of this bisporphyrin platform to open its binding pocket for pyrene encapsulation by a vertical displacement of more than 2.45 ?, although both Zn_2DEP and the pyrene complex have nearly parallel porphyrin ring orientations. The ~1H NMR spectrum of the encapsulated pyrene complex in solution shows the upfield shifts of the pyrene protons due to a strong ring current effect, which demonstrates the retention of the solid-state structure in solution. To further assess the extent to which pyrene guests remain encapsulated in solution, a known fluorescence quencher, dimethylaniline, was added to the host-guest assembly, which shows no exciplex formation for days in nonpolar solvents. Thus, the assembly also retained the structural integrity in solution for a long time. The association constant (K_(asso)) for such a complexation process in solution was observed to be 1.78 × 10~5 M~(-2) for 1:2 binding. Steady-state fluorescence and lifetime studies indicate significant photoinduced singlet-singlet energy transformation from the excited state of pyrene to zinc bisporphyrin.
机译：据报道，二乙基吡咯桥联的双锌（II）双卟啉（Zn_2DEP）通过强烈的π-π相互作用封装了荧光探针molecules分子，可以传递有关宿主-客体超分子内部化学环境的信息。报道了Zn_2DEP和包封的complex配合物的X射线结构，这为研究客体结合后的结构变化提供了难得的机会。对比结构分析表明，尽管Zn_2DEP和the配合物几乎都具有平行的卟啉环取向，但该双卟啉平台具有出色的能力，可通过大于2.45？的垂直位移打开其用于pocket的封装口袋。溶液中包封的pyr络合物的〜1H NMR光谱显示由于强环电流效应，the质子的高场位移，这表明了固相结构在溶液中的保留。为了进一步评估pyr客保留在溶液中的程度，将一种已知的荧光猝灭剂二甲基苯胺添加到主客体组件中，该组件在非极性溶剂中几天没有显示激基复合物的形成。因此，该组件在解决方案中也长期保持了结构完整性。溶液中这种络合过程的缔合常数（K_（asso））对于1：2结合观察为1.78×10〜5 M〜（-2）。稳态荧光和寿命研究表明，显着的光诱导单重态单重态能量从single的激发态转变为双卟啉锌。

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