Within the field of supramolecular, the interactions associated with racemic compounds are well-documented. Racemates consist of equimolar portions of enantiomers that recognize one another due to the molecular shape complementarity of the structural components. What is of interest to this research project is the interactions between molecules in quasiracemates, structures that differ from racemates in that the substituent groups in combined molecules are not identical, hence the designator “quasi.” The structural value gained from examining quasiracemic materials is substantial given the degree of variability possible for molecular assembly. Applications include tandem therapeutic effects of medicinal cocrystal types as well as useful characteristics for use in materials chemistry. Rather than having limited functionality from racemic compounds, there is potential for synergetic properties of quasiracemates made possible by substituent differences. The focus of this research was to investigate changes in substituent groups attached to the 4-carbon of benzoylnorvaline, the chiral molecule of interest. Specifically, project objectives focused on understanding the effect of substituent size and shape on the viability of a quasiracemate and its resulting properties. Quasiracemic components were synthesized and quasiracemate combinations analyzed by hot stage thermomicroscopy and crystallographic methods. This research provides a foundation for alternatives in crystal engineering, allowing greater insight into the role structural topology plays on the generation of molecular recognition profiles.<br/>

Structural analysis of cocrystalline assemblies using benzoylnorvaline quasienantiomers

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.