Aza-BODIPY Derivatives Containing BF(CN) and B(CN)2 Moieties.

Two novel aza-BODIPY derivatives are synthesized, with the fluorine atoms in the BF2 moiety replaced by cyano groups. The introduction of cyano groups changes the phenyl substituents on the 3,5 positions from parallel to antiparallel. The HOMO/LUMO energy levels are stabilized gradually upon increasing the number of cyano groups, and the photophysical properties show corresponding shifts. With high thermal stability, the derivatives can be purified by sublimation and used to prepare vacuum-deposited thin films. This research extends the aza-BODIPY family with cyano-substituted derivatives.