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Abstract
A new family of four dyes 3-acyl-7-dialkylaminopyrazolo[1,5-a]pyrimidines-based with D−π−A molecular architecture, similar to Prodan, was synthesized in up to 50 % of global yield using a microwave-assisted five-step synthesis route, cheap reagents, and scalable procedures. Next, the photophysical properties of these dyes were studied and compared to those of Prodan, revealing that the 3-acetyl-7-(pyrrolidin-1-yl) derivative exhibits superior properties than the other three dyes. Moreover, a negative solvatofluorochromism behavior was observed in all dyes, attributed to a higher dipole moment in the ground state caused by an intramolecular charge transfer (ICT) from a dialkylamino to an acyl group, with the heterocyclic core acting as a modulable π-linker.
Published Version
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