Synthesis and Characterization of Far-Red Emissive Boron-Based Triads Showing Large Stokes Shifts: Optical, TRANES, and Electrochemical Studies
JOURNAL OF ORGANIC CHEMISTRY(2022)
摘要
Herein, we report the design and synthesis of far-red emissive boryl-thiophene-BODIPY triads 1–3. The π-conjugation length and electronic communication between borane and BODIPY moieties are tuned by judiciously varying the size of the oligothiophene spacer in these triads (1, terthiophene; 2, quarterthiophene; and 3, pentathiophene). Conjugates 1–3 showed intriguing triple emissions in the blue to far-red regions. Detailed optical, time-resolved decay kinetics, time-resolved area-normalized emission spectra (TRANES), fluoride binding, and computational studies suggest that the multiple emissions in these triads are due to an inefficient transfer of energy from the boryl-oligothiophene to the BODIPY unit. In addition, all of the conjugates showed a ratiometric fluorescence response to fluoride ions.
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关键词
large stokes shifts,far-red,boron-based
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