Synthesis and Fluoride Binding Properties of Tris-pyridinium Borane

Lee, Kang Mun; Kim, Yejin; Do, Youngkyu; Lee, Ji Min; Lee, Min Hyung

doi:10.5012/bkcs.2013.34.7.1990

Cited by 5 publications

(4 citation statements)

References 61 publications

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“…Ligand 1 features a broad low-energy absorption band centered at 357 nm, which was gradually quenched upon addition of incremental amounts of fluoride (Figure 6a). 58 The complete quenching of the low-energy absorption bands after 1.0 equiv fluoride addition is similar to that observed in the 1 H NMR titrations above. This finding further indicates that the lowenergy absorption in ligand 1 is mainly assignable to the triarylborane-centered, π → p π (B) charge transfer (CT) transition.…”

Section: ■ Results and Discussionsupporting

confidence: 78%

“…The titration experiments were carried out in acetone (Figure ). Ligand 1 features a broad low-energy absorption band centered at 357 nm, which was gradually quenched upon addition of incremental amounts of fluoride (Figure a) . The complete quenching of the low-energy absorption bands after 1.0 equiv fluoride addition is similar to that observed in the 1 H NMR titrations above.…”

Section: Resultssupporting

confidence: 69%

“…To endow the boron center with steric protection, the ortho -dimethyl-substituted aryl-4-pyridyl group was introduced to the boron center. Starting from tris(4-bromo-2,6-methylphenyl)borane, 58 Sonogashira coupling with ethynyltrimethylsilane followed by desilylation produced ethynyl-substituted triarylborane ( 1b ). 1b was further subjected to Sonogashira coupling with 4-iodopyridine, leading to the tris(pyridyl)borane lig- and 1 .…”

Section: Resultsmentioning

confidence: 99%

“…All other reagents were purchased (Aldrich or Acros) and used without further purification. Tris(4-bromo-2,6-methylphenyl)borane 58 and the diruthenium complex 2 59 were synthesized according to the reported procedures. The melting points (mp) were determined on an Electrothermal melting point apparatus.…”

Section: Methodsmentioning

confidence: 99%

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Supramolecular Pt(II) and Ru(II) Trigonal Prismatic Cages Constructed with a Tris(pyridyl)borane Donor

et al. 2018

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We report a novel example of supramolecular cages containing a Lewis acidic trigonal boron center. Self-assembly of the tris(pyridyl)borane donor 1 with diruthenium (2) or platinum (3), as an electron acceptor, furnished boron-containing trigonal prismatic supramolecular cages 5 and 6, which were characterized by H NMR and electrospray ionization time-of-flight mass spectroscopy and X-ray crystallography. The molecular structure of cage 5 was confirmed as a trigonal prismatic cage with an inner dimension of about 400 Å. The fluoride binding properties of borane ligand 1 and Pt cage 6 were studied. UV/vis absorption titration studies demonstrated that the boron center of cage 6 undergoes strong binding interaction with the fluoride ion, with an estimated binding constant of 1.3 × 10 M in acetone based on the 1:2 binding isotherm. The binding was also confirmed by H NMR titration. Photoluminescence titration studies showed that cage 6 emitted borane-centered fluorescence (τ = 2.21 ns), which was gradually quenched upon addition of fluoride. When excess fluoride was added to a solution of 6, however, dissociation of the pyridyl ligand from the Pt(II) center was observed.

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Section: ■ Results and Discussionsupporting

confidence: 78%

Section: Resultssupporting

confidence: 69%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

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Supramolecular Pt(II) and Ru(II) Trigonal Prismatic Cages Constructed with a Tris(pyridyl)borane Donor

et al. 2018

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Theoretical Insight Into the Role of Triarylboron Substituents in Tetradentate Dianionic Bis(N‐heterocyclic carbene) Platinum(II) Chelates – Improving the Performance of Blue Light Emission

Luo

Zhang

et al. 2015

Eur J Inorg Chem

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The electronic structures and photophysical properties of eleven Pt II complexes divided into three series by their degree of π conjugation were studied through density functional theory (DFT) and time-dependent density functional theory (TDDFT) calculations. To investigate the effect of triarylboron substituents and the changes caused by the extension of the π conjugation, the nonradiative and radiative decay efficiencies, the geometric relaxations, d orbital splitting, and spin-orbit couplings at the optimized S 0 and T 1 geometries were computed. The results show that complexes with triarylboron substituents may have higher phosphorescence efficiencies than those with cyano groups. Furthermore, com-

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Controlling the fluoridophilicity of sulfonium boranes via chelation, Coulombic and hydrophobic effects

et al. 2019

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Synthesis and Fluoride Binding Properties of Tris-pyridinium Borane

Cited by 5 publications

References 61 publications

Supramolecular Pt(II) and Ru(II) Trigonal Prismatic Cages Constructed with a Tris(pyridyl)borane Donor

Supramolecular Pt(II) and Ru(II) Trigonal Prismatic Cages Constructed with a Tris(pyridyl)borane Donor

Theoretical Insight Into the Role of Triarylboron Substituents in Tetradentate Dianionic Bis(N‐heterocyclic carbene) Platinum(II) Chelates – Improving the Performance of Blue Light Emission

Controlling the fluoridophilicity of sulfonium boranes via chelation, Coulombic and hydrophobic effects

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