Cyclopolymerization. Chirality induction for the synthesis of chiroselective corand/ionophore ligands
Cyclopolymerization. Chirality induction for the synthesis of chiroselective corand/ionophore ligands
复制标题
环聚反应。
DOI：
10.1002/macp.1995.021960801
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发表时间：
1995
影响因子：
2.5
通讯作者：
T. Kakuchi
中科院分区：
文献类型：
--
作者：
K. Yokota;Osamu Haba;T. Satoh;T. Kakuchi
本文介绍了几种环聚法制备高分子手性冠醚的方法。手性模板1，1‘-二-2-萘酚、D-甘露醇、L-苏糖醇和吡喃糖苷对于二乙烯基醚的环聚反应是非常有用的，这些聚合物对α-氨基酸具有手性识别能力。(R)-或(S)-联萘模板的手性扭曲分别诱导主链形成手性，R，R-或S，S-外消旋序列。其他具有手性轴的模板也可用作环聚和环聚合中手性诱导的工具。由手性烷基磺酸和Lewis酸组成的引发体系诱导二乙烯缩醛(37)的对映选择性环聚。手性二环氧化合物与Lewis酸和KOH进行区域和立体专一性聚合，特别是来源于D-甘露醇的二环氧化物形成了一种具有新型大分子离子载体性质的聚合物。
This article presents several methods to prepare polymeric chiral crown ethers by cyclopolymerization. Chiral templates such as 1,1′-bi-2-napthol, D-mannitol, L-threitol, and pyranosidic sugars are very useful for synthesizing the polymers by cyclopolymerization of divinyl ethers, polymers which posses the ability of chiral recognition towards α-amino acids. The chiral twist of the (R)- or (S)-binaphthyl template induces the main chain to form a chiral, R,R- or S,S-racemo sequence, respectively. Other templates with chiral axis can be also used as a tool for chirality induction in cyclopolymerization and cyclocopolymerization. The initiating system consisting of chiral alkylsulfonic acid and Lewis acid induces the enantioselective cyclopolymerization of a divinyl acetal (37). Chiral diepoxides polymerize regio- and stereospecifically with Lewis acid and KOH, and especially the diepoxide originating from D-mannitol forms a polymer having the character as a new macromolecular ionophore.