Deracemization of a Racemic Compound by Using Tailor‐Made Additives. Issue 12 (1st February 2018)

• Record Type: Journal Article
• Authors: Engwerda, Anthonius H. J.; van Schayik, Pim; Jagtenberg, Henjo; Meekes, Hugo; Rutjes, Floris P. J. T.; Vlieg, Elias
• Is Part Of: Chemistry. Volume 24:Issue 12(2018)
• Page Start: 2863
• Page End: 2867
• Publication Date: 2018-02-01
• Subjects: additives -- chirality -- crystal growth -- deracemization -- Viedma ripening; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201706088
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Viedma ripening is a process that combines abrasive grinding of a slurry of crystals with solution‐phase racemization, resulting in solid‐phase deracemization. One of the major disadvantages of Viedma ripening is that the desired compound needs to crystallize as a racemic conglomerate, accounting for only 5–10 % of all chiral molecules. Herein, we show that use of a chiral additive causes deracemization under conditions, in which the compound normally crystallizes as a racemic compound. Although this concerns a single example, it is envisioned that through this new approach the scope of Viedma ripening can be significantly expanded. Abstract : Racemic dudes : Typically, solid‐state deracemization is limited to the 5–10 % of chiral compounds that crystallize as a racemic conglomerate. By adding a tailor‐made additive, the attrition enhanced deracemization of a racemic compound could be achieved (see scheme).