Citation:Eccles, Kevin S., Deasy,Rebecca E., Fabian, Laszlo, Maguire, Anita R., Lawrence, Simon E. (2011) 'The Use of Co-crystals for the Determination of Absolute Stereochemistry: An Alternative to Salt Formation'. Journal of Organic Chemistry, 76 (4):1159-1162. http://pubs.acs.org/doi/abs/10.1021/jo102148p
Absolute stereochemistry of oils and viscous liquids can be
difficult to determine. Co-crystallization involves
generating a crystalline material consisting of more than
one neutral compound. The combination of cocrystallization
with both X-ray diffraction and chiral HPLC
was particularly powerful in overcoming these difficulties
for a series of chiral 3-arylbutanoic acids. Cocrystallization
offers advantages over salt formation
because co-crystals dissociate in solution, meaning
identical HPLC conditions can be used for both the
materials of interest and their co-crystals.
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