A chiral spiro compound (1a) having 1,3-dithiol units has been synthesized as a stereogenic tetrathiafulvalene analogue. Spiro 1a was resolved into two enantiomers by chiral HPLC, and they exhibited remarkable chiroptical properties featuring dehydroindene-dithiol chromophore in C-2 symmetry. In addition, electrochemical properties were also investigated by using cyclic voltammetry and electronic spectra of cationic species.