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

Authors :
Zhao N
Xuan S
Fronczek FR
Smith KM
Vicente MG
Source :
The Journal of organic chemistry [J Org Chem] 2017 Apr 07; Vol. 82 (7), pp. 3880-3885. Date of Electronic Publication: 2017 Mar 10.
Publication Year :
2017

Abstract

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.

Details

Language :
English
ISSN :
1520-6904
Volume :
82
Issue :
7
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
28231707
Full Text :
https://doi.org/10.1021/acs.joc.6b02981