Synthesis of aromatic and heteroaromatic oligoamides on methoxypoly(ethylene glycol) as solubilizing polymer support

Synthesis of aromatic and heteroaromatic oligoamides on methoxypoly(ethylene glycol) as solubilizing polymer support
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DOI:
10.1039/a904289j
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发表时间:
2000-01-01
影响因子:
3.3
通讯作者:
Rödel, M
Rödel, M
中科院分区:
化学3区
文献类型:
--
作者:
König, B;Papke, U;Rödel, M

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介绍了一种以MeO-PEG为增溶载体,不加保护基合成短碳链和杂芳低聚酰胺的方法。以硝基羧酸为原料,合成了由N-甲基吡咯、N-甲基咪唑和苯胺衍生的含五个芳烃单元的羧酸低聚酰胺。聚合物载体有利于后处理过程,并显著改善了产物的溶解度,否则溶解度很差。每个偶联步骤通过1H-1-NMR光谱监测,而产物不从聚合物载体上裂解。
A protecting-group-free procedure for the synthesis of short carbo- and heteroaromatic oligoamide chains on MeO-PEG as solubilizing support is introduced. Starting from nitrocarboxylic acids, oligoamides of carboxylic acids derived from N-methylpyrrole, N-methylimidazole and aniline are synthesized that contain up to five arene units. The polymer support facilitates work up procedures and markedly improves the otherwise poor solubility of the products. Each coupling step is monitored by H-1-NMR spectroscopy without cleavage of the product from the polymeric support.