Relationships between solid-state structures of enantiomers and the corresponding racemic compounds in small ring derivatives. Comparison of crystal structures and solid-state properties of (R)-(–)- and racemic 1-chloro-2,2-diphenylaziridine. Solvent effect on the racemization of (R)-(–)-1-chloro-2,2-diphenylaziridine
The synthesis of highly optically pure N-chloro-2,2-diphenylaziridine, in a crystalline form and sufficiently stable at room temperature, has enabled the study and the comparison to be carried out of the solid-state properties (e.g., the m.p. phase diagram, the crystal and molecular structures, and the i.r. spectra) of the enantiomer and racemic species of this small ring derivative. The solvent effect on the racemization of the optically active N-chloro-2,2-diphenylaziridine is relatively small, and this is attributed to the low basicity of the nitrogen atom of the N-chloroaziridine ring.