Synthesis and Properties of Porphyrin Containing Long Chain Alkylferrocene
Synthesis and Properties of Porphyrin Containing Long Chain Alkylferrocene
复制标题
长链烷基二茂铁卟啉的合成及性能
DOI：
10.6023/cjoc201509007
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发表时间：
2016
影响因子：
1.9
通讯作者：
Bian Zhanxi
中科院分区：
文献类型：
--
作者：
Chen Dong;Tuo Qiaoyan;Liu Wenxin;Yin Qin;Tong Xuguang;Zhao Haiying;Li Baoguo;Bian Zhanxi
设计了两个系列的长链烷基二茂铁修饰的卟啉及其锌(II)配合物。一种是将含长链烷基的二茂铁与卟啉通过中间位的酰胺键紧密连接(卟啉5及其锌(II)配合物6)，另一种是将二茂铁固定在含长链烷氧基的四苯基卟啉(卟啉7及其锌(II)配合物8)的边缘。研究了两个系列化合物的光谱和电化学性质。游离卟啉的吸收带基本相同，但其锌(II)络合物的吸收带红移了7 nm。与含长链烷氧基的卟啉化合物(7和8)相比，含酰胺键的卟啉化合物5和6表现出较强的荧光猝灭和较低的量子产率。在循环伏安实验中，与游离卟啉相比，锌(II)络合物的电势发生了负移。此外，卟啉在7和8的第一氧化电位相对于5和6有轻微的负移，而二茂铁在7和8的第一氧化电位移动了182~194 mV。
Two series of porphyrins and their Zn (II) complexes modified with long chain alkylferrocene were designed. One was close conjugate connection of porphyrin and ferrocene containing long chain alkyl group by an amide linkage in meso site of porphyrin (porphyrin 5 and its Zn (II) complex 6), the other was placed ferrocene on the skirt of meso-tetraphenylporphyrin with long chain alkoxy group (porphyrin 7 and its Zn(II) complex 8). The spectroscopic and electrochemistry properties of two series of compounds were investigated. The absorption bands of free porphyrins were almost the same, but those of their Zn(II) complexes were red-shifted by 7 nm. Porphyrins 5 and 6 with an amide linkage exhibited strong fluorescence quenching with a low quantum yield compared with those containing a long chain alkoxy group linkage (7 and 8). Compared with the free porphyrins, the negative potential shifts of the Zn(II) complexes were observed in cyclic voltammetry experiments. In addition, the first oxidation potentials of porphyrin in 7 and 8 were slight negative shifts relative to 5 and 6, but the first oxidation potentials of ferrocene in 7 and 8 shifted about 182~194 mV.