Bis-morpholine-substituted perylene bisimides: impact of isomeric arrangement on electrochemical and spectroelectrochemical properties.
Bis-morpholine-substituted perylene bisimides: impact of isomeric arrangement on electrochemical and spectroelectrochemical properties.
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DOI：
10.1021/jo801557e
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发表时间：
2008-10
期刊：
影响因子：
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通讯作者：
G. Goretzki;E. Davies;S. Argent;W. Alsindi;Alexander J. Blake;John E. Warren;J. McMaster;N. Champnes
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文献类型：
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作者：
G. Goretzki;E. Davies;S. Argent;W. Alsindi;Alexander J. Blake;John E. Warren;J. McMaster;N. Champnes
报道了N，N‘-bis(n-butyl)dimorpholino-3，4:9，10-perylenetetracarboxylic酸双亚胺的1，6-和1，7-异构体的合成和分离。对两种异构体的电化学和光谱性质的研究，特别是光谱电化学性质的研究，揭示了两种异构体的一系列电化学和化学可逆氧化还原过程。重要的是，观察到N，N‘-bis(n-butyl)dimorpholino-3，4:9，10-perylenetetracarboxylic酸双亚胺的1，7-异构体经历了两个电子的氧化过程，这与相应的1，6-异构体和其他相关的氨基取代戊二亚胺物种的行为形成了对比。
The synthesis and separation of the 1,6- and 1,7- isomers of N,N'-bis(n-butyl)dimorpholino-3,4:9,10-perylenetetracarboxylic acid bisimide are reported. Investigations of the electrochemical and spectroscopic, in particular, spectroelectrochemical, properties of the two isomers reveal a sequence of electrochemically and chemically reversible redox processes for both isomers. Importantly, the 1,7-isomer of N,N'-bis(n-butyl)dimorpholino-3,4:9,10-perylenetetracarboxylic acid bisimide was observed to undergo a two-electron oxidation process, which contrasts with the behavior of both the corresponding 1,6-isomer and other related amino-substituted perylene bis-imide species.