Synthesis and Characterization of Far-Red Emissive Boron-Based Triads Showing Large Stokes Shifts: Optical, TRANES, and Electrochemical Studies

Sarkar, SK and Jena, S and Behera, SK and Thilagar, P (2022) Synthesis and Characterization of Far-Red Emissive Boron-Based Triads Showing Large Stokes Shifts: Optical, TRANES, and Electrochemical Studies. In: Journal of Organic Chemistry, 87 (6). pp. 3967-3977.

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Abstract

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.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to the American Chemical Society.
Keywords:	Boron; Energy transfer; Fluorine compounds, Conjugation length; Electrochemical studies; Emission spectrums; Oligothiophenes; Optical-; Red emissive; Spectrum studies; Stokes shift; Synthesis and characterizations; Time-resolved, Emission spectroscopy
Department/Centre:	Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	05 Jul 2022 06:19
Last Modified:	05 Jul 2022 06:19
URI:	https://eprints.iisc.ac.in/id/eprint/73749

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