Synthesis and Characterization of Far-Red Emissive Boron-Based Triads Showing Large Stokes Shifts: Optical, TRANES, and Electrochemical Studies.
Samir Kumar SarkarSatyam JenaSantosh Kumar BeheraPakkirisamy ThilagarPublished in: The Journal of organic chemistry (2022)
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.
Keyphrases
- fluorescent probe
- living cells
- high resolution
- drinking water
- single molecule
- case control
- high speed
- light emitting
- quantum dots
- cancer therapy
- municipal solid waste
- ionic liquid
- aqueous solution
- density functional theory
- transcription factor
- sensitive detection
- risk assessment
- heavy metals
- dna binding
- electron transfer
- solid state