Optically Active Polymer Synthesis by Diels−Alder Polymerization with Chirally Modified Lewis Acid Catalyst

Optically Active Polymer Synthesis by Diels−Alder Polymerization with Chirally Modified Lewis Acid Catalyst
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手性改性路易斯酸催化剂 Diels-Alder 聚合合成光学活性聚合物

DOI:
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发表时间:
1999
期刊:
影响因子:
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通讯作者:
S. Itsuno
S. Itsuno
中科院分区:
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文献类型:
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作者:
Koichi Kamahori;Shoichi Tada;Koichi Ito;S. Itsuno

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通过双亲二烯单体与双二烯单体的Diels−桤木聚合,合成了一系列共聚物。合成了双马来酰亚胺(1)和双(α,β-不饱和酯)(4)作为双亲二烯单体。选择呋喃基和丁二烯基部分作为双二烯单体(2,5)的二烯部分。在刘易斯酸催化剂存在下,这些单体之间的重复Diels-桤木反应产生了替代的Diels-桤木聚合物(6,12,13,15)。在这些结果的基础上,研究了不对称Diels-桤木聚合。在上述单体的Diels-桤木聚合中使用对映体纯的刘易斯酸催化剂(7 - 10)导致在其主链中具有不对称碳的光学活性聚合物的形成。
A series of copolymers have been synthesized by Diels−Alder polymerization of bisdienophile monomer with bisdiene monomer. Bismaleimides (1) and bis(α,β-unsaturated ester)s (4) were prepared and used as bisdienophile monomer. Furfuryl and butadienyl moieties were chosen as the diene part of the bisdiene monomers (2, 5). Repetitive Diels−Alder reactions between these monomers in the presence of Lewis acid catalyst yielded alternative Diels−Alder polymers (6, 12, 13, 15). On the basis of these results, asymmetric Diels−Alder polymerization was investigated. The use of enantiopure Lewis acid catalysts (7−10) in the Diels−Alder polymerization of above monomers resulted in the formation of optically active polymers having the asymmetric carbons in their main chain.