Two new carboxylated 1,3-indanedione sensitizers (MPhe-ind and BPhe-ind) were synthesized and their dye-sensitized solar cells (DSSC) performance were compared with the corresponding standard cyanoacetic acid sensitizers (MPhe-cn and BPhe-cn). The carboxylated 1,3-indanedione sensitizers have shown almost 100 nm enhanced absorption curves compared to the cyanoacetic acid dyes with an extended IPCE curve up to 800 nm. Despite greater absorption and electrochemical properties, the synthesized dyes showed moderate efficiencies (2.10% and 2.67%) than standard dyes. The low electron injection efficiency and recombination of carboxylated 1,3-indanedione might be responsible for low efficiency. Detailed investigation studies have been performed and complemented with the theoretical studies.