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首页> 外文期刊>Chemistry: A European journal >Self-Assembly of Ureido-Pyrimidinone Dimers into One-Dimensional Stacks by Lateral Hydrogen Bonding
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Self-Assembly of Ureido-Pyrimidinone Dimers into One-Dimensional Stacks by Lateral Hydrogen Bonding

机译：尿嘧啶-嘧啶酮二聚体通过侧向氢键自组装成一维堆栈

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摘要

Ureido-pyrimidinone (UPy) dimers substituted with an additional urea functionality self-assemble into one-dimensional stacks in various solvents through lateral non-covalent interactions. 1H NMR and DOSY studies in CDCl3 suggest the formation of short stacks (<10), whereas temperature- dependent circular dichroism (CD) studies on chiral UPy dimers in heptane show the formation of much larger helical stacks. Analysis of the concentration-dependent evolution of chemical shift in CDCl3 and the temperature- dependent CD effect in heptane suggest that this self-assembly process follows an isodesmic pathway in both solvents. The length of the aggregates is influenced by substituents attached to the urea functionality. In sharp contrast, UPy dimers carrying an additional urethane group do not selfassemble into ordered stacks, as is evident from the absence of a CD effect in heptane and the concentration-independent chemical shift of the alkylidene proton of the pyrimidinone ring in CDCl3.
机译：被脲基嘧啶酮（UPy）二聚体取代的附加尿素官能团通过侧向非共价相互作用在各种溶剂中自组装成一维堆栈。 CDCl3中的1H NMR和DOSY研究表明形成了短的堆叠（<10），而庚烷中手性UPy二聚体的温度依赖性圆二色性（CD）研究显示了更大的螺旋堆叠。对CDCl3中化学位移的浓度依赖性演变和庚烷中温度依赖性CD效应的分析表明，这种自组装过程在两种溶剂中均遵循等渗途径。聚集体的长度受与脲官能团连接的取代基的影响。与之形成鲜明对比的是，带有额外氨基甲酸酯基团的UPy二聚体不会自组装成有序的堆栈，这从庚烷中不存在CD效应以及CDCl3中嘧啶酮环的亚烷基质子的浓度无关化学位移可以明显看出。

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