T-Shaped Push–Pull Chromophores: First Modification of the Indan-1,3-dione-Fused Benzene Ring by Cross-Coupling Reactions

Abstract

A series of eight novel T-shaped chromophores with indan-1,3-dione central acceptor moiety and peripheral N,N-dimethylamino and thiophene donors were synthesized. 4,7-Diiodoindan-1,3-dione was prepared in a straightforward manner from phthalanhydride. Its modification with donors was accomplished by Knoevenagel, Suzuki–Miyaura, and Sonogashira reactions. Target push–pull chromophores were further investigated by X-ray analysis, UV/Vis spectra, and theoretical calculations.

Key words

chromophores - cross-coupling - conjugation - UV/Vis spectroscopy - theoretical calculations

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