Asymmetric Polymerizations of N -Substituted Maleimides Bearing L -Leucine Ester Derivatives and Chiral Recognition Abilities of Their Polymers
Asymmetric Polymerizations of N -Substituted Maleimides Bearing L -Leucine Ester Derivatives and Chiral Recognition Abilities of Their Polymers
复制标题
带有L-亮氨酸酯衍生物的N-取代马来酰亚胺的不对称聚合及其聚合物的手性识别能力
DOI：
10.1295/polymj.pj2007022
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发表时间：
2007
期刊：
影响因子：
2.8
通讯作者：
K. Onimura
中科院分区：
文献类型：
--
作者：
T. Oishi;Huajing Gao;Taro Nakamura;Y. Isobe;K. Onimura
以马来酸酐、L-亮氨酸和相应的醇为原料，合成了两种带有L-亮氨酸酯衍生物（(S)-RLMI）的N-取代马来酰亚胺，即（S）-N-马来酰基-L-亮氨酸甲酯（（S）-MLMI）和（S）-N-马来酰基-L-亮氨酸苄酯（（S）-BnLMI）。进行不对称聚合以获得光学活性聚合物。聚 (RLMI) 的比旋光度受 N-取代基、引发剂、溶剂和温度的影响。通过 GPC、CD 和 NMR 测量研究了所得聚 ((S)-RLMI) 的手性光学性质和结构。通过阴离子聚合获得的聚((S)-RLMI)的光学活性除了N-取代基的手性之外还归因于聚合引发的主链过多的手性中心。制备了用于高效液相色谱（HPLC）的手性固定相（CSP），并讨论了光学活性聚（S）-RLMI的手性识别能力。
Two kinds of N-substituted maleimides bearing L-leucine ester derivatives ((S)-RLMI), i.e. (S)-N-maleoyl-L-leucine methyl ester ((S)-MLMI) and (S)-N-maleoyl-L-leucine benzyl ester ((S)-BnLMI), were synthesized from maleic anhydride, L-leucine, and corresponding alcohols. Asymmetric polymerizations were carried out to obtain optically active polymers. Specific rotations of the poly (RLMI)s were influenced by N-substituents, initiators, solvents and temperature. Chiroptical properties and structures of the poly((S)-RLMI)s obtained were investigated by GPC, CD, and NMR measurements. Optical activities of the poly((S)-RLMI)s obtained with anionic polymerization were attributed to excessive chiral centers of the main chain induced through the polymerizations in addition to the chirality of the N-substituents. The chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC) were prepared and the chiral recognition abilities of the optically active poly((S)-RLMI)s were also discussed.
影响因子：
4.6
作者：
T. Oishi;H. Nagata;H. Tsutsumi
通讯作者：
T. Oishi;H. Nagata;H. Tsutsumi