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Role of Additives during Deracemization Using Temperature Cycling.

Giuseppe Belletti1, Hugo Meekes1, Floris P J T Rutjes1

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Chiral additives accelerate temperature cycling for deracemizing chiral compounds. The additive

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Area of Science:

  • Chiral chemistry
  • Crystallization science

Background:

  • Temperature cycling combined with Viedma ripening is a known method for deracemizing racemic mixtures of chiral compounds that crystallize as conglomerates.
  • Viedma ripening alone is a slower process for achieving deracemization.

Purpose of the Study:

  • To investigate the effect of chiral additives on the speed of temperature cycling for deracemization.
  • To determine if the chirality of the additive influences the enantiomeric outcome of the solid phase.

Main Methods:

  • Utilizing temperature cycling in conjunction with Viedma ripening.
  • Introducing chiral additives to the racemic mixtures during the process.
  • Comparing the speed and enantiomeric outcome with and without chiral additives.

Main Results:

  • The speed of temperature cycling was significantly increased by the addition of chiral additives.
  • The enantiomeric state of the final solid phase was dictated by the chirality of the additive used.
  • Viedma ripening experiments were consistently slower when chiral additives were absent.

Conclusions:

  • Chiral additives can enhance the efficiency of temperature cycling for deracemizing conglomerate-forming chiral compounds.
  • The use of chiral additives offers control over the enantiomeric outcome of the deracemization process.