1,3-Dipolar and Diels-Alder cycloaddition reactions on polyester backbones possessing internal electron-deficient alkyne moieties

被引：40

作者：

Cetin, Muge ^{[1
]}

Esen, Cansu ^{[1
]}

Daglar, Ozgun ^{[1
]}

Luleburgaz, Serter ^{[1
]}

Hizal, Gurkan ^{[1
]}

Durmaz, Hakan ^{[1
]}

Tunca, Umit ^{[1
]}

机构：

[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey

来源：

POLYMER CHEMISTRY | 2016年 / 7卷 / 46期

关键词：

END-FUNCTIONALIZED POLYMERS; SOLVENT-FREE CONDITIONS; CLICK CHEMISTRY; TEMPERATURE SYNTHESIS; TRIBLOCK COPOLYMERS; BLOCK-COPOLYMERS; CONJUGATION TOOL; AZIDE; EFFICIENT; POLYMERIZATION;

D O I：

10.1039/c6py01827k

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

In this study we prepared a series of polyesters containing electron deficient internal alkyne units derived from acetylene dicarboxylic acid in the main backbone. Next, one of the polyesters was employed as a polymeric platform in copper free cycloaddition reactions like, Huisgen type 1,3-dipolar and Diels-Alder cycloaddition reactions in the presence of various dipoles and dienes, respectively. The 1,3-dipolar cycloaddition reactions were performed at mild temperatures (rt and 40 degrees C) in 1,4-dioxane for 16 h and had moderately high efficiencies (80-100%). However, the Diels-Alder cycloaddition reactions were carried out at higher temperatures (60 to 120 degrees C) in 1,4-dioxane for 16 h with reasonable efficiencies (45-97%). Moreover, the polyester was successfully used in one-pot 1,3-dipolar, sequential 1,3-dipolar/Diels-Alder, and sequential 1,3-dipolar cycloaddition/retro-Diels-Alder reactions.

引用

页码：7094 / 7100

页数：7

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