Synthesis and Photochemical Properties of 2,3;5,6-bis(cyclohexano)-BODIPY

Abstract

The boron-dipyrromethene (BODIPY) dye containing an annelated cyclohexyl rings at the 2,3 and 5,6-positions of pyrroles has been synthesized and characterized. Photochemical properties of the obtained compound have been investigated in different individual solvents. 2,3;5,6-Bis(cyclohexano)-BODIPY exhibits intense chromophore properties with maximum of S → S band in the 543-549 nm (A from 66000 to 96000 L/mol·cm). The complex is a fluorophore with a quantum yield up to ~ 100%. The influence of solvent polarity on the spectral properties was evaluated. To better understand the spectroscopic results, quantum chemical calculations were carried out. Photostability of dye was studied.Graphical Abstract.

Accurate prediction of 11B NMR chemical shift of BODIPYs via machine learning

“…Synthesis, purification and identification of 29 BODIPYs are described in ref. 28–38. 11 B NMR spectra of these compounds were obtained only in chloroform-d1 solvent.…”