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In order to achieve a greater light absorption in the near-infrared (NIR) region with a panchromatic spectral response and to suppress the photo-isomerisation phenomenon, we herein report the design, synthesis, spectroscopic and electrochemical characterization of novel centrally functionalized symmetric benzoindolenine squaraine dyes. These molecules have shown different photoelectrical conversion properties, depending on the dicyanovinyl and cyano-ester group substitution on the squaric core unit and on the extension of the π-conjugation.