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

含硒聚合物的合成及其在有机合成中的应用

• 批准号: 06651024
• 负责人: KONDO Shuji
• 金额: $ 1.28万
• 依托单位: Nagoya Institute of Technology
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1994
• 资助国家: 日本
• 起止时间: 1994 至 1995
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-06651024/
• 关键词: selenium-containing polystirene; polymer ic reagent; polymeric catalyst; oxidizing agent; macrocyclic lactone; phase transfer reagent; radical polymerization; 酸化; ラクトン; セレン含有スチレン誘導体; モノマー反応性; 高分子効果

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.

近年来，有机硒化合物作为一种强有力的有机合成工具受到了广泛的关注。然而，这些化合物大多有难闻的气味和毒性。为了克服这些缺点，本文合成了几种含硒的聚合试剂和催化剂，并将其用于有机反应。以大孔聚苯乙烯为原料，采用合适的试剂和相应的新单体共聚，制备了含硒、氧化硒和硒盐基团的聚苯乙烯。以含硒的聚苯乙烯为载体，合成了大环酯和环氧化物。聚合物硒氧化物是硫化物氧化的有效氧化剂。此外，高分子硒盐作为相转移催化剂用于亲核取代反应。这些聚合物在反应后被回收并进一步使用，没有明显的活性损失。

项目成果

Shuji Kondo, Shinya kawasoe, Mari Ohira, Tadashi Atarashi, Kazuhisa Ikeda, Hideo Kunisada, Yasuo Yuki: "Poly (2,4-bis(chloroamino)-6-vinyl-1,3,5-triazine) as a Recyclable Oxidizing Agent of Alcohols" Macromol.Rapid Commun.16. 291-295 (1995)

Shuji Kondo、Shinya kawasoe、Mari Ohira、Tadashi Atarashi、Kazuhisa Ikeda、Hideo Kunisada、Yasuo Yuki：“聚（2,4-双（氯氨基）-6-乙烯基-1,3,5-三嗪）作为可回收氧化剂

近藤修寿他: "CRC Press" The Polymeric Materials Encyclopedia: Synthesis, Properties and Applications(印刷中),

Osamu Kondo 等人：“CRC Press”高分子材料百科全书：合成、性能和应用（正在印刷中），

Shuji Kondo et al.: "Poly (2,4-bis (chloroamino) -6-vinyl-1,3,5-triazine) as a Recyclable Oxidizing Agent of Alcohols" Macromol.Rapid Commun.16. 291-295 (1995)

Shuji Kondo 等人：“聚（2,4-双（氯氨基）-6-乙烯基-1,3,5-三嗪）作为醇的可回收氧化剂”Macromol.Rapid Commun.16。

Shuji Kondo, Hideki Mori, Misako Kadomatsu, Koji Sato, Tsugumichi Ando, Tomohiko Kakuno, Hideo Kunisada, Yasuo Yuki: "Synthesis of Aromatic Polythioethers Containing 1,3,5-Triazine Ring by Aromatic Nucleophilic Substitution Polymerization" J.Macromol.Sci.

Shuji Kondo、Hideki Mori、Misako Kadomatsu、Koji Sato、Tsugumichi Ando、Tomohiko Kakuno、Hideo Kunisada、Yasuo Yuki：“通过芳香族亲核取代聚合合成含有 1,3,5-三嗪环的芳香族聚硫醚”J.Macromol.Sci。

Shuji Kondo et al.: "Polystyrene-Supported Dimethylformamides as Phase Transfer Catalysts Solid-Solid-Liquid System" J.Macromol.Sci.Pure Appl.Chem.A31. 2033-2040 (1994)

Shuji Kondo 等人：“聚苯乙烯支撑的二甲基甲酰胺作为相转移催化剂固-固-液系统”J.Macromol.Sci.Pure Appl.Chem.A31。