Abstract:
Starting from 1,4-diiodotetrafluorobenzene or 1,4-bis(5-bromothiophene-2-
yl)tetra-fluorobenzene, four new push-pull molecules were synthesized via twofold
cross-coupling reactions. Suzuki-Miyaura and Sonogashira reactions were
employed to gain access to target molecules. The central tetrafluorobenzene
acceptor unit was modified by two peripheral N,N-dihexylamino and Ohexyloxy
groups with different donating ability to generate quadrupolar D-π-A-
π-D system with tailored intramolecular charge-transfer. The length, planarity
and composition of the π-linker between the acceptor and donors was modified by
combination of 1,4-phenylene, 2,5-thienylene and acetylenic subunits in order to
finely tune the linear as well as nonlinear optical properties.
