Maleimide fused boron–fluorine complexes: synthesis, photophysical and electrochemical properties

Abstract

Novel boron fluorine complex molecules were designed and synthesized using the maleimide core moiety. Significant features such as a large Stoke shift, high quantum yield, and long range absorption and emission wavelengths were observed for these molecules. The lower LUMO level of these molecules indicates their potential application as electron transport materials. The optical band gap was calculated and compared by using UV-absorption edge, density functional theory and electrochemical studies, revealing the charge transfer characteristics.

Redox‐Switchable Cyan Fluorescence of a BODIPY Analog Inspired by Propentdyopent Pigments

“…Rather than a single narrow band (at ≈ 500 nm) typical of BODIPY dyes, the optical absorption spectrum of (pdp)BF 2 presents two broad envelopes of intense bands with maxima at ≈ 375 and ≈ 445 nm (Figure and Table S4). Notably, the significant blue shift and broader bands of this absorption profile resemble those reported for other BODIPY analogs featuring a carbonyl group at one of the α‐pyrrolic positions …”

“…[31] Whereas the Stokes shifts show negligible solvent effects, the quantum yields exhibit a general (albeit not linear) increase with increasing solvent polarity (Table S4). As previously noted for other cyan-emitting BODIPYs featuring α-carbonyl groups, [26][27][28][29] the emission spectra do not mirror the absorption ones thus indicating marked alterations of the potential energy surfaces of the excited states (relative to the ground state) when compared to classic BODIPY dyes.…”

“…Notably, the significant blue shift and broader bands of this absorption profile resemble those reported for other BODIPY analogs featuring a carbonyl group at one of the α-pyrrolic positions. [26][27][28][29][30] Figure 2. Normalized optical absorption (left) and emission (right) spectra of (pdp)BF 2 (44-50 μM) at room temperature in solvents of different polarity (increasing from toluene to DMF).…”

Direct cycle between co-product and reactant: an approach to improve the atom economy and its application in the synthesis and protection of primary amines

“…Although the synthesis of compounds 1-3 and their derivatives have been previously documented, [19][20][21][22][23][24] the development of reaction conditions with good to excellent yields for each step remained a challenge in our study. Compound 1 was obtained using 2-phenylacetic acid and 2-bromo-1-phenylethanone as the starting materials.…”

Photostable orange-red fluorescent unsymmetrical diketopyrrolopyrrole–BF2 hybrids

“…51 In these cases, low to moderate synthetic yields were also reported. [52][53][54] In order to optimize this reaction, LiHMDS was trialled as a base based on a previous study 55 and higher yields were observed.…”