Synthesis of Selenium-Containing Polymers and Their Use for Organic Synthesis

近年来，有机硒化合物作为有机合成的重要工具受到了广泛关注。然而，这些化合物中的大多数具有令人不愉快的气味和毒性。为了克服这些缺点，本文合成了几种含硒原子的高分子试剂和催化剂，并将其用于有机反应，通过大孔聚苯乙烯与合适的试剂反应，再与相应的新单体共聚，制备了含硒醚、硒氧和硒盐结构的聚苯乙烯。含硒的聚苯乙烯被用作合成大环酯和环氧化物的聚合物载体。聚合硒氧化物是硫化物氧化的有效氧化剂。此外，聚合硒盐被用作亲核取代反应的相转移催化剂。这些聚合物在反应后被回收并进一步使用而活性没有显著损失。

Recently organoselenium compounds have received much attention as very powerful tools in organic synthesis. However, most of these compounds have unpleasant ordor and toxity. In order to overcome these disadvantage, several polymeric reagents and catalysts containing selenium atoms were synthesized here and used for organic reactions.Polystirenes containing selenide, selenoxide, and selenonium salt moieties were prepared by the reaction of macroporous polystirenes with suitable reagents and copolymerization of corresponding new monomers. Polystirenes containing selenide was used as a polymer-support for the synthesis of macrocyclic esters, and epoxides. Polymeric selenoxides were effective oxidants for the oxidation of sulfides. Further, polymeric selenonium salts were used as phase transfer catalysts for nucleophilic substitution reaction. These polymers were recoverd after the reaction and further used without significant loss in activity.