Highly Efficient Chiral Resolution of dl‐Arginine by Cocrystal Formation Followed by Recrystallization under Preferential‐Enrichment Conditions. Issue 33 (15th July 2014)

• Record Type: Journal Article
• Authors: Iwama, Sekai; Kuyama, Kazunori; Mori, Yuko; Manoj, Kochunnoonny; Gonnade, Rajesh G.; Suzuki, Katsuaki; Hughes, Colan E.; Williams, P. Andrew; Harris, Kenneth D. M.; Veesler, Stéphane; Takahashi, Hiroki; Tsue, Hirohito; Tamura, Rui
• Is Part Of: Chemistry. Volume 20:Issue 33(2014)
• Page Start: 10343
• Page End: 10350
• Publication Date: 2014-07-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201402446
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>An excellent chiral symmetry‐breaking spontaneous enantiomeric resolution phenomenon, denoted preferential enrichment, was observed on recrystallization of the 1:1 cocrystal of <sc>dl</sc>‐arginine and fumaric acid, which is classified as a racemic compound crystal with a high eutectic <italic>ee</italic> value (&gt;95 %), under non‐equilibrium crystallization conditions. On the basis of temperature‐controlled video microscopy and in situ time‐resolved solid‐state ¹³C NMR spectroscopic studies on the crystallization process, a new mechanism of phase transition that can induce preferential enrichment is proposed.</p> </abstract>