2021
DOI: 10.1039/d1qi00403d
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New luminescent tetracoordinate boron complexes: an in-depth experimental and theoretical characterisation and their application in OLEDs

Abstract: A group of new tetracoordinate mononuclear 2-(N-phenylformimino)pyrrolyl boron chelates [BX2{κ2N,N’-NC4H3-2-C(H)=N-C6H5}] (X=F 3; mesityl (2,4,6-trimethylphenyl, Mes) 4; C6F55; X2=1,1'-biphenyl-2,2'-di-yl 6) and the related binuclear complex [(C6F5)2B{κ2N,N’-NC4H3-2-C(H)=N-C6H4-N=C(H)-C4H3N-κ2N,N’}B(C6F5)2] 7 were synthesised via...

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Cited by 15 publications
(4 citation statements)
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“…Boron-containing luminescent materials, especially four-coordinated boron-containing luminescent materials, have attracted considerable interest in various fields such as photovoltaics, organic field-effect transistors, light-emitting devices, and sensors owing to their tuneable and strong absorption, emission and stability over three-coordinated boron compounds. Among the different tetracoordinated boron-containing luminescent materials, boron-β-diketonates have been studied to a greater extent due to their large molar extinction coefficients and high fluorescence quantum yields. Much effort has been paid to tune the photophysical properties of boron-β-diketonates by chemically modifying the π-conjugation via the substituents. , For example, Fraser and co-workers explored the substituent effect of boron-β-diketonates and studied them as stimuli-responsive materials, , and Chujo and co-workers described the effect of B–F vs B–aryl. , More recently, Adachi and co-workers demonstrated the use of boron-β-diketonates as NIR emissive materials. , Furthermore, efforts have been made to tune the photophysical properties by replacing one or two of the oxygen atoms present in the diketone moiety.…”
Section: Introductionmentioning
confidence: 99%
“…Boron-containing luminescent materials, especially four-coordinated boron-containing luminescent materials, have attracted considerable interest in various fields such as photovoltaics, organic field-effect transistors, light-emitting devices, and sensors owing to their tuneable and strong absorption, emission and stability over three-coordinated boron compounds. Among the different tetracoordinated boron-containing luminescent materials, boron-β-diketonates have been studied to a greater extent due to their large molar extinction coefficients and high fluorescence quantum yields. Much effort has been paid to tune the photophysical properties of boron-β-diketonates by chemically modifying the π-conjugation via the substituents. , For example, Fraser and co-workers explored the substituent effect of boron-β-diketonates and studied them as stimuli-responsive materials, , and Chujo and co-workers described the effect of B–F vs B–aryl. , More recently, Adachi and co-workers demonstrated the use of boron-β-diketonates as NIR emissive materials. , Furthermore, efforts have been made to tune the photophysical properties by replacing one or two of the oxygen atoms present in the diketone moiety.…”
Section: Introductionmentioning
confidence: 99%
“…Tetra-coordinated boron complexes are a class of materials that have gained attention owing to their greater stability over tri-coordinated boron complexes and wide applications in biological as well as optoelectronic devices. 1–4 Possible ways of obtaining various tetra-coordinated boron complexes with the desired properties are tuning the ligand with different chelates (N,N-; N,O-; N,C-; O,O-; etc. ) and (or) changing the substituents on the boron atom.…”
Section: Introductionmentioning
confidence: 99%
“…27 The B-O and B-N bonds of such TCOB molecules have a greater covalent character compared to the B-F bond found in the BODIPy class of fluorophores. 28,29 Specifically, tetra-coordinated organoboron (TCOB) compounds with extended π-conjugation and structural rigidity exhibit notable Stokes shifts, improved fluorescence emission (both in solid and solution states) and offer a broad range of molecular diversity through chemical synthesis. 30 Hydroxyquinolate, 31,32 pyridylphenolate, 33,34 benzimidazolephenolate, 35 and similar bidentate heterocyclic ligands are often used to prepare TCOB complexes.…”
Section: Introductionmentioning
confidence: 99%