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首页> 外文期刊>RSC Advances >Chiral dendrigraft polymer for asymmetric synthesis of isoquinuclidines
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Chiral dendrigraft polymer for asymmetric synthesis of isoquinuclidines

机译:用于非对称合成异喹啉的手性树突聚合物

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摘要

The synthesis of multi-arm star dendrigraft amidoamine polymer with pentaerythritol initiated polyepichlorohydrin as the core, PEN-G(2), on a solid resin support has been demonstrated. We have functionalized a Merrifield resin support with polyepichlorohydrin, and dendrons are grown on it up to second generation using a "graft from" approach. The estimation of amine functionality was done and found to be 25 mmol g(-1) which was 70% of the theoretical value. Photolytic cleavage of the dendrigraft polymer from the support resulted in a brown water-soluble viscous liquid. The molecular weight of 3966 shows that out of the 9 G(1) dendritic substituents, 5 of them were converted to generation G(2). The TEM image of the G(2) polymer shows an inhomogeneous polygon-like appearance. The chiral modification of the dendrigraft polymer, PEN-G(2), has been done. The copper complex of chiral modified PEN-G(2) dendrigraft polymer was synthesized and characterized. The copper complex of PEN-G(2) dendrigraft polymer was found to be an excellent catalyst for the synthesis of isoquinuclidines via aza Diels-Alder reaction between cyclohexenone and imines. The catalyst exhibited superior enantioselectivity. The reusability of the catalyst was studied for five reaction cycles.
机译:已经证实了具有季戊四醇的多臂星形直叶脒聚合物作为核心,在固体树脂载体上作为芯,PEN-G(2)的聚酰胺聚合物的合成。我们用聚氯氟氢醇官能化了Merrifield树脂载体,并且使用“从”方法的“移植物”达到第二代树枝状。估计胺官能团并发现为25mmol g(-1),其为理论值的70%。从载体中的枝形植物聚合物的光解裂解导致棕色水溶性粘性液体。 3966的分子量表明,除了9g(1)的树突中,其中5个转化为G(2)。 G(2)聚合物的TEM图像显示出不均匀的多边形外观。已经完成了树枝状聚合物,笔-G(2)的手性修饰。合成和表征手性改性笔-G(2)树枝状型聚合物的铜络合物。发现笔-G(2)型鳞片聚合物的铜络合物是通过环己酮和亚胺之间的AZA Diels-Alder反应合成异喹蛋白的优异催化剂。催化剂表现出优异的对映选择性。研究了催化剂的可重用性,进行了五个反应循环。

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  • 来源
    《RSC Advances》 |2016年第88期|共16页
  • 作者

    Smitha G.; Sreekumar K.;

  • 作者单位

    Cochin Univ Sci &

    Technol Dept Appl Chem Kochi 22 Kerala India;

    Cochin Univ Sci &

    Technol Dept Appl Chem Kochi 22 Kerala India;

  • 收录信息
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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