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Simultaneously resolving BINOL and proline using a stoichiometric cocrystal switch
Sarita Songsermsawad1, Oleksii Shemchuk2, Koen Robeyns2
1Energy Science and Engineering, Vidyasirimedhi Institute of Science and Technology, 555 Moo 1, Payupnai, Wang Chan, Rayong, 21210, Thailand. adrian.flood@vistec.ac.th.
Abstract:
We here highlight the importance of stoichiometry for simultaneous cocrystal resolution. Focusing on combining the racemates of binol and proline, we show that a 1 : 2 ratio leads to formation of a full racemic compound, whereas a 2 : 1 ratio, leads to conglomerate formation, with simultaneous resolution of both binol and proline. Playing on stoichiometry, one achieves a reversible switch between the racemic compound and conglomerate. This is the first investigation of such behavior combining two racemates.
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