1,3-Diphenyl-2-tricyclo[3.3.1.1 ^3,7]dec-2-ylidenepropane-l,3-diimine, and its -1-imino-3-one and -1,3-dione derivatives

1,3-Diphenyl-2-tricyclo[3.3.1.1 ^3,7]dec-2-ylidenepropane-1,3-diimine, C₂₅H₂₆N₂, (1), 1-imino-1,3-diphenyl-2-tricyclo[3.3.1.1^3,7]dec-2-ylidenepropan-3-one, C₂₅H₂₅NO, (2) and 1,3-diphenyl-2-tricyclo[3.3.1.1^3,7]dec-2-ylidenepropane-1,3-dione, C₂₅H₂₄O₂, (3), were prepared from the reactions of 2-(dicyanomethylene)adamantane with phenylmagnesium bromide upon workup with dry methanol or dilute acid aqueous solution, and their crystal structures were determined by X-ray diffraction. Compounds (1) and (2) have similar molecular structures with the two imino groups in (1) and the imino and ketone groups in (2) being on the same side of the C1, C2, C12, C13 plane, compared with the two O atoms in compound (3), which are on opposite sides.