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RESEARCH SUPPORT, N.I.H., EXTRAMURAL
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Enhanced Hypsochromic Shifts, Quantum Yield, and π-π Interactions in a meso,β-Heteroaryl-Fused BODIPY.

Ning Zhao, Sunting Xuan, Frank R Fronczek, Kevin M Smith, M Graça H Vicente
Journal of Organic Chemistry 2017 April 8
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.

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