The synthesis and reactivity of a rigid new pincer pro-ligand, 4,5-bis{(diphenylmethylene)amino}-2,7,9,9-tetramethylacridan, H[AIm2], with [Y(CH2SiMe3)3(THF)2] is reported, and the donor–π-acceptor dye-like properties of the resulting yttrium complexes, H[AIm2] and Lix[AIm2]x are described.