Synthesis and photophysical properties of 2-aryl-5-carbonyl indolizines

Herein we reported the synthesis of 20 novel fluorescent 5-carbonylated 2-arylindolizines derivatives through the reaction between organolithium intermediates with different electrophiles. To investigate the effects of the substituents on the wavelengths of electronic absorption spectra, fluorescence emission, quantum yield and Stokes shift, the photophysical properties of these molecules were evaluated. Maximum absorbance peaks were observed around 256-460 nm and maximum fluorescence emission around 485-548 nm. The fluorescence decay curves showed one or two decay times depending on the substituents with emission lifetime around 4-11 ns in methanol and 5-12 ns in DMSO. Quantum yield values ranged from 0.04 to 0.39 and Stokes shifts varied among 3.6-25 x 10(3)cm(-1). DFT calculations were also performed. (AU)