For neutral 3, the first band was assigned to the n-* transition, and the UV spectrum was almost identical regardless of the presence or absence of bromine atom. In the case of radical cation 3 +• , a NIR absorption band extending to 1600 nm was observed, which mainly arises from the SOMO-NHOMO transition. These results were supported by time-dependent (TD)-DFT calculations (Figure ). To elucidate the chiroptical properties of these helical azaheptalenes, we carried out chiral separation.