Observation of Efficient Preferential Enrichment Phenomenon for a Cocrystal of (DL)-Phenylalanine and Fumaric Acid under Nonequilibrium Crystallization Conditions

Observation of Efficient Preferential Enrichment Phenomenon for a Cocrystal of (DL)-Phenylalanine and Fumaric Acid under Nonequilibrium Crystallization Conditions
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DOI:
10.1021/cg1015274
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发表时间:
2011-02-01
影响因子:
3.8
通讯作者:
Tamura, Rui
Tamura, Rui
中科院分区:
化学2区
文献类型:
--
作者:
Gonnade, Rajesh G.;Iwama, Sekai;Tamura, Rui

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描述了一种利用晶体工程技术之一的共结晶的新策略,将外消旋化合物晶体转化为外消旋混晶,该混晶可以表现出优先富集,这是一种在非平衡条件下两种对映体排列相当有序的某种外消旋混晶重结晶时观察到的对称破缺自发对映体拆分现象。 (DL)-苯丙氨酸(Phe)和富马酸的1:1共晶(2)满足优先富集发生的要求,例如(i)足够的溶解度差异(外消旋晶体)
Described is a new strategy using cocrystallization, one of the crystal engineering techniques, to convert a racemic compound crystal into a racemic mixed crystal which can show preferential enrichment, a symmetry-breaking spontaneous enantiomeric resolution phenomenon observed upon recrystallization of a certain kind of racemic mixed crystal with a fairly ordered arrangement of the two enantiomers under nonequilibrium conditions. The 1:1 cocrystal (2) of (DL)-phenylalanine (Phe) and fumaric acid satisfied the requirements proposed for the occurrence of preferential enrichment, such as (i) a sufficient solubility difference (racemic crystal