Role of methanol in chiral combinations of host–guest molecules in the inclusion crystal: structure determination by X-ray crystallography

Abstract

(S,S)-(–)-1,4-bis[3-(o-chlorophenyl)-3-hydroxy-3-phenyl-1-propynyl]benzene (2) and (S,S)-(–)-9,10-bis[3-(o-chlorophenyl)-3-hydroxy-3-phenyl]anthracene (3) include one enantiomer of racemic guest compound when the complexation is carried out in toluene, but include the other enantiomer and MeOH in a 1 : 1 : 1 ratio when the complexation is carried out in MeOH; the X-ray crystal structure of a 1 : 1 : 1 complex of 3, (S)-(+)-2-methylpiperidine and MeOH is reported, and preparation of the new chiral host compound (3) is also described.