Achiral-to-chiral transition in benzil solidification: Analogies with racemic conglomerates systems showing deracemization

Zoubir El-Hachemi, Oriol Arteaga, Adolf Canillas, Joaquim Crusats, Alessandro Sorrenti, Sabino Veintemillas-Verdaguer, Josep M. Ribo

    Research output: Contribution to journalArticleResearchpeer-review

    7 Citations (Scopus)

    Abstract

    Experimental results show that benzil (1,2-diphenyl-1,2-ethanedione), an achiral compound that crystallizes as a racemic conglomerate, yields by solidification polycrystalline scalemic mixtures of high enantiomeric excesses. These results are related to those previously reported in this type of compounds on deracemizations of racemic mixtures of crystal enantiomorphs obtained by wet grinding. However, the present results strongly suggest that these experiments cannot be explained without taking into account chiral recognition interactions at the level of precritical clusters. The conditions that would define a general thermodynamic scenario for such deracemizations are discussed. Chirality 25:393-399, 2013. © 2013 Wiley Periodicals, Inc.
    Original languageEnglish
    Pages (from-to)393-399
    JournalChirality
    Volume25
    Issue number7
    DOIs
    Publication statusPublished - 1 Jul 2013

    Keywords

    • asymmetric amplification
    • chirality
    • circular dichroism
    • phase transition
    • racemic conglomerates

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