Enhanced Hypsochromic Shifts, Quantum Yield, and π-π Interactions in a meso,β-Heteroaryl-Fused BODIPY.

Ning ZhaoSunting XuanFrank R FronczekKevin M SmithMaria da Graça Henriques Vicente

Published in: The Journal of organic chemistry (2017)

We report the synthesis and investigation of an unprecedented 8-heteroaryl-fused BODIPY 4. This compound exhibits enhanced π-π stacking in the solid state, unusually large blue-shifts in the absorbance and emission spectra, and higher fluorescence quantum yield than its unfused precursor; DFT calculations suggest a small energy gap for 4 and strong electronic communication between the 8-OPh and the BODIPY core.

Keyphrases

solid state
density functional theory
molecular dynamics
fluorescent probe
living cells
energy transfer
single molecule
monte carlo
molecular dynamics simulations
molecular docking
quantum dots
crystal structure