Two new conjugated oligoquinolines, 2,2'-bis(4-phenylquinoline)-1,4-phenyle
ne (2a) and 2,2'-bis(4-phenylquinoline)-4,4'-biphenylene (2b), were synthes
ized and found to crystallize in a monoclinic lattice with different unit c
ell, parameters and space groups. Single-crystal X-ray crystal structures r
evealed intermolecular face-to-face (2a) and edge-to-face (2b) pi-pi stacki
ng which influenced the solid state photophysical properties. These conjuga
ted oligoquinolines with known X-ray crystal structures are excellent model
systems for elucidating the structures and properties of polyquinolines an
d may also find device applications as n-type semiconductors.