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Ionic Cocrystals of Racemic and Enantiopure Histidine: An Intriguing Case of Homochiral Preference

机译:外消旋和对映体组氨酸的离子共晶体:一个有趣的同手性案例

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摘要

Ionic cocrystals (ICC) of L- and DL-histidine with lithium halides (LiCl, LiBr, LiI) have been prepared by solid state and solution methods, and structurally characterized in order to compare the behavior of enantiopure and racemic crystals in the interaction with inorganic salts. It has been shown that the lithium cations interact selectively with enantiomers of one handedness only, to the extent that the crystals obtained with racemic DL-histidine can be described as a special type of cocrystals made of enantiopure L-histidine and D-histidine chains of the same type as those obtained with enantiopure L-histidine. This chiral preference is even more noticeable in the ICC obtained from DL-histidine and LiI, which is actually a conglomerate of L-and D-ICCs. It is also reported that attempts to prepare ICCs with other alkali/alkaline earth halides invariably yield crystals of the less stable polymorph of L-histidine.
机译:已通过固态和溶液法制备了L-和DL-组氨酸与卤化锂(LiCl,LiBr,LiI)的离子共晶体(ICC),并对其结构进行了表征,以便比较对映纯和外消旋晶体在与金属相互作用时的行为。无机盐。已经表明,锂阳离子仅与单手性对映异构体选择性地相互作用,在一定程度上,用外消旋DL-组氨酸获得的晶体可以描述为由对映体纯的L-组氨酸和D-组氨酸链制成的特殊类型的共晶体。与对映体纯的L-组氨酸所获得的相同类型。在从DL-组氨酸和LiI(实际上是L-ICC和D-ICC的集合体)获得的ICC中,这种手性偏好更为明显。还据报道,用其他碱/碱土金属卤化物制备ICC的尝试总是产生不太稳定的L-组氨酸多晶型物的晶体。

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