Regioisomeric Quasiracemates - Fluorinated Diarylamide, Naphthylamide, and Benzoyl Phenylalanine Systems.

Structural families of quasiracemic materials were studied to understand how the pairwise assembly of regioisomeric quasienantiomers affects the molecular recognition process. These systems combine all variations of monofluorinated aryl groups (., 2-/3-, 2-/4-, and 3-/4-) attached to diarylamide, naphthylamide, and benzoyl phenylalanine molecular frameworks. Including all racemates and H/F quasiracemic materials in this study emphasizes the structural trends and cocrystallization complexities required to generate positional quasiracemates. This work is supported by crystallographic assessments, crystal lattice energy calculations, and video-assisted hot stage thermomicroscopy.