Preparation of new microgel polymers and their application as supports in organic synthesis.

Preparation of new microgel polymers and their application as supports in organic synthesis.
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DOI:
10.1021/jo016362m
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发表时间:
2002-03
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
C. Spanka;B. Clapham;K. Janda
C. Spanka;B. Clapham;K. Janda
中科院分区:
其他
文献类型:
--
作者:
C. Spanka;B. Clapham;K. Janda

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通过溶液聚合反应合成了一系列可溶的微凝胶聚合物。系统地考察了单体浓度、交联剂含量、反应溶剂和反应时间等因素,得到了适合于合成的具有溶解和沉淀特性的最佳聚合物。因此,合成了一种化学功能化的微凝胶聚合物,并证明了该聚合物在合成少量恶唑类化合物中的应用。制备的微凝胶聚合物的优点是,即使在较高浓度下,它们的溶液粘度也低于传统的线性聚合物,这对它们的沉淀性能是有利的。使用所述微凝胶聚合物载体制备的化合物的产率和纯度与不溶性树脂相似,更重要的是,可以使用标准的核磁共振技术在每一步分析可溶聚合物结合的中间体。
A series of soluble microgel polymers have been synthesized using solution-phase polymerization reactions. In a systematic manner, several variables such as monomer concentration, cross-linker content, reaction solvent and reaction time were examined, and this provided an optimal polymer with both solubility and precipitation characteristics suitable for synthetic applications. Thus, a chemically functionalized microgel polymer was synthesized, and the utility of this polymer in the synthesis of a small array of oxazole compounds has been demonstrated. The advantage of the microgel polymers produced was that they exhibited solution viscosities lower than those of conventional linear polymers even at higher concentrations, and this was found to be beneficial for their precipitation properties. Compounds prepared using the described microgel polymer supports were obtained in similar yields and purity when compared with insoluble resins, and more importantly, the soluble polymer bound intermediates could be analyzed at each step using standard NMR techniques.