Synthesis and Spectroscopy of Substituted Benzoylacetonates of Boron Difluoride

A simple method is proposed for the preparative synthesis of substituted benzoylacetonates of boron difluoride in one step from donor-substituted arenes by acetoacetylation under the action of boron trifluoride. The effect of the nature of alkyl and aryl substituents on the phenyl ring of boron difluoride benzoylacetonates on their spectral and luminescent properties is analyzed. It is shown that alkyl substituents insignificantly increase the luminescence quantum yield. A significant increase in the luminescence quantum yield up to 0.75 and a significant bathochromic shift up to 536 nm are achieved with an increase in the pi-system of the molecule: the transition from phenyl to naphthyl, diphenyl, and anthracyl.

Automated summary

A simple method for the synthesis of boron difluoride benzoylacetonates through acetoacetylation in one step is proposed. The effect of substituents on the spectral and luminescent properties is analyzed, showing that increasing the pi-system of the molecule can significantly enhance the luminescence quantum yield.