T-shaped D - pi - A - (pi - A)(2) chromophores with two auxiliary electron acceptors

Abstract

A series of tripodal push-pull chromophores based on central indan-1,3-dione scaffold has been designed and synthesized by Knoevenagel condensation and Pd-catalyzed Suzuki-Miyaura cross-coupling reaction. Target molecules possess D -pi - A (pi-A)(2) extraordinary T-shaped structural arrangement. The electron donor attached at C2 position as well as the peripheral acceptor branches at C4 and C7 positions of the parent indan-1,3-dione have been systematically modified to achieve property tuning. Fundamental thermal and optoelectronic properties have been investigated by differential scanning calorimetry, electrochemistry, UV/Vis absorption spectroscopy, and DFT calculations. Based on the experimental and theoretical data, we herewith discuss thorough structure-property relationships.