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Synthesis and photophysical properties of long wavelength absorbing BODIPY/aza-BODIPY bearing a five-membered ring
Authors:Xin-Dong Jiang  Xin Liu  Tao Fang  Changliang Sun  Linjiu Xiao
Affiliation:1. College of Applied Chemistry, Shenyang University of Chemical Technology, Shenyang 110142, China;2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China;3. Center of Physical and Chemistry Test, Shenyang University of Chemical Technology, Shenyang 110142, China
Abstract:Five-membered-ring fused BODIPYs and aza-BODIPY were herein prepared. X-ray crystallographic analysis revealed that the core skeleton of six-membered-ring fused BODIPY is nonplanar but twisted. Such five-membered-ring fused BODIPY/aza-BODIPY dyes have long wavelength absorptions/emissions, high extinction coefficients, peak fluorescence and narrow excitations/emissions. MO calculations well supported and explained the same absorption maxima between BODIPY bearing the five-membered ring and BODIPY bearing the six-membered ring.
Keywords:BODIPY  Near-infrared  Five-membered ring  Planar structure  DFT
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