Self-Reporting Inhibitors: A Single Crystallization Process To Obtain Two Optically Pure Enantiomers.

Self-Reporting Inhibitors: A Single Crystallization Process To Obtain Two Optically Pure Enantiomers.
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DOI:
10.1002/anie.201803480
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发表时间:
2018-07
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通讯作者:
Xichong Ye;Jiaxi Cui;Bowen Li;Na Li;Jie Zhang;X. Wan
Xichong Ye;Jiaxi Cui;Bowen Li;Na Li;Jie Zhang;X. Wan
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文献类型:
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作者:
Xichong Ye;Jiaxi Cui;Bowen Li;Na Li;Jie Zhang;X. Wan

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在单一结晶过程中收集两种光学纯的对映体可以显着提高手性分离效率,但这很难实现。现在,提出了一种自报告策略,用于可视化的结晶过程中,由三(乙二醇)接枝聚甲基硅氧烷作为主链和聚(N6 -甲基丙烯酰-l-赖氨酸)作为侧链的共聚物制成的染色的自组装抑制剂。当与晶种一起应用于砾岩分级结晶时,抑制剂可以标记次生结晶的形成,并引导两种对映体的完全分离过程,第一种产物为无色晶体,第二种产物为红色晶体。该方法在单一结晶过程中产生高光学纯度的d/l-Asn·H2 O(d-晶体为99.9%ee,l-晶体为99.5%)。它需要少量的添加剂,并显示出良好的可回收性。
Collection of two optically pure enantiomers in a single crystallization process can significantly increase the chiral separation efficiency but this is difficult to realize. Now a self-reporting strategy is presented for visualizing the crystallization process by a dyed self-assembled inhibitor made from the copolymers with tri(ethylene glycol)-grafting polymethylsiloxane as the main chain and poly(N6 -methacryloyl-l-lysine) as side chains. When applied with seeds together for the fractional crystallization of conglomerates, the inhibitors can label the formation of the secondary crystals and guide the complete separation process of two enantiomers with colorless crystals as the first product and red crystals as the second. This method leads to high optical purity of d/l-Asn⋅H2 O (99.9 % ee for d-crystals and 99.5 % for l-crystals) in a single crystallization process. It requires a small amount of additives and shows excellent recyclability.