Arylenene such as NDI-based radical systems are wellknown for their ability to form stable radical anions when exposed to a radical donor or light in DMF solvent. It is well-known that DMF-solvent contains trace amounts of amine impurities that serve as electron donors. Hence, the radical-species was not generated in other solvents such as chloroform or acetonitrile. We observed that under exposure to 370 nm light in DMF, the paramagnetic species was generated from 1c. To verify the effect of electron donation from the amine impurities present in DMF, a solution of 1c in triethylamine was subjected to exposure of 370 nm light. A drastic enhancement in emission intensity was observed, accompanied by a gradual increase in the 658 nm emission band (Figure ). Additionally, the enhancement in fluorescence intensity was also studied for 1c in a mixture of triethylamine/acetonitrile 1:1 (v/v) although it was not as high as the one observed in pure triethylamine. To confirm the identity of the species, we chemically reduced 1c using tetrakisdimethylaminoethylene (TDAE) which produced the same absorbtion enhancement at 484 nm (see figure ) as obtained under exposure to 370 nm light, confirming the identical nature of the photogenerated and chemically reduced radical anion species (1c .-) (Figure ). Thus, the 1c is converted to the corresponding radical anion 1c .-upon exposure to 370 nm light or a chemical reductant such as TDAE.