Abstract
AbstractHerein, we report the synthesis of new near‐infrared (NIR) fluorescent dyes based on the pyridinium−cyclic enolate betaine (PCB) skeleton. The formation of the electron‐donor−π−electron‐acceptor (D−π−A) type dye with the electron‐donating N,N‐diphenyl amino group and the electron‐accepting PCB skeleton through a series of π−spacers allowed us to achieve NIR fluorescence. Particularly, a dye with a thienylisothianaphthene spacer showed NIR fluorescence with a significant intensity (λPL=822 nm, ΦPL=0.19 in DMSO). Detailed experimental and theoretical analyses suggested that the structural relaxation to a planar quinoidal form in the S1 state would be critical for intense NIR fluorescence.
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