Studies in the tetraarylborates

Meisters, Marts; Vandeberg, J. T.; Cassaretto, Frank P.; Posvic, Harvey; Moore, Carl R.

doi:10.1016/s0003-2670(00)86824-5

Cited by 33 publications

(17 citation statements)

References 6 publications

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“…Compounds 3 and 4 were prepared by addition of NH 4 BPh 4 to an acetonitrile solution of methylimidazole or benzylimidazole under reflux conditions. It is known that under acidic conditions the tetraphenylborate anion has limited stability producing triphenylboranes [87], and when heated with alkylammonium salts can lose a phenyl ring to form a B-N bond with the ammonium compound [88]. This kind of displacement was observed in our studies: the loss of a phenyl ring and the formation of imidazolium-triphenylborate species occurred in good yields, volatile benzene and ammonia being also produced.…”

Section: Synthesis and Characterizationsupporting

confidence: 75%

“…Compounds 3 and 4 were prepared by addition of NH4BPh4 to an acetonitrile solution of methylimidazole or benzylimidazole under reflux conditions. It is known that under acidic conditions the tetraphenylborate anion has limited stability producing triphenylboranes [87], and when heated with alkylammonium salts can lose a phenyl ring to form a B-N bond with the The addition of one equivalent of BH 3 •THF to a solution of N-benzylimidazole or N-mesitylimidazole at room temperature yields the colorless imidazolium-borate adducts 1 or 2, respectively, in nearly quantitative yields (Scheme 4a). By dissolving the crude ligands 1 and 2 in CHCl 3 and CHCl 3 /THF solution, respectively, single crystals suitable for X-ray diffraction analysis were obtained.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

et al. 2020

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In this study, four new N-(alkyl/aryl)imidazolium-borates were prepared, and their deprotonation reactions were investigated. Addition of BH3•THF to N-benzylimidazoles and N-mesitylimidazoles leads to imidazolium-trihydridoborate adducts. Ammonium tetraphenylborate reacts with benzyl- or mesityl-imidazoles with the loss of one of the phenyl groups yielding the corresponding imidazolium-triphenylborates. Their authenticity was confirmed by CHN analysis, 1H-NMR, 13C-NMR, 11B-NMR, FT-IR spectroscopy, and electrospray ionization mass spectrometry (ESI-MS). 3-Benzyl-imidazolium-1-yl)trihydridoborate, (HImBn)BH3, and (3-mesityl-imidazolium-1-yl)trihydridoborate, (HImMes)BH3, were also characterized by X-ray crystallography. The reactivity of these new compounds as carbene precursors in an effort to obtain borate-NHC complexes was investigated and a new carbene-borate adduct (which dimerizes) was obtained via a microwave-assisted procedure.

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Section: Synthesis and Characterizationsupporting

confidence: 75%

“…Compounds 3 and 4 were prepared by addition of NH4BPh4 to an acetonitrile solution of methylimidazole or benzylimidazole under reflux conditions. It is known that under acidic conditions the tetraphenylborate anion has limited stability producing triphenylboranes [87], and when heated with alkylammonium salts can lose a phenyl ring to form a B-N bond with the The addition of one equivalent of BH 3 •THF to a solution of N-benzylimidazole or N-mesitylimidazole at room temperature yields the colorless imidazolium-borate adducts 1 or 2, respectively, in nearly quantitative yields (Scheme 4a). By dissolving the crude ligands 1 and 2 in CHCl 3 and CHCl 3 /THF solution, respectively, single crystals suitable for X-ray diffraction analysis were obtained.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

et al. 2020

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“…This deterioration occurred after only a few measurements and rendered the ISEs useless. This observation is not surprising considering that tetraphenylborates suffer from hydrolysis in acids [15]. Therefore, in the low pH environment of aqua regia (pH < 1.1), it is very likely that NaTFPB is hydrolyzed.…”

Section: Resultsmentioning

confidence: 95%

Evaluation of Liquid‐ and Solid‐Contact, Pb²⁺‐Selective Polymer‐Membrane Electrodes for Soil Analysis

McGraw

Radu

et al. 2008

Electroanalysis

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Pb 2þ -selective electrodes (ISEs) have been developed for the analysis of soil. Recent advances have extended the previous achievable limits of detection of ion-selective electrodes (ISEs) to submicromolar levels, opening up possibilities for new applications in environmental analysis. The simple construction of ISEs, their low cost and low power demand, coupled with improved detection limits make the electrodes well suited for environmental analysis. In this paper, the development and use of both liquid-and solid-contact ISEs for the detection of Pb 2þ in a range of soil samples from abandoned mining sites is described. Solid-contact electrodes were made using poly(3-octylthipophene) as the internal mixed conductor layer. In addition, three techniques for the extraction of analyte from soil were studied in order to optimize the extraction of metal ions using techniques and solvents compatible with portable devices. Soil Pb 2þ levels between 30 and 29,100 mg/kg were measured with the ISEs and were shown to be in good agreement with reference AAS measurements. Issues arising from the current definition and interpretation of ISE detection limits are also discussed.

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“…This conclusion is of significance in the mechanism of acid decomposition of the tetraarylborates. 15.16…”

Section: And Discussionmentioning

confidence: 99%

Proton and boron‐11 magnetic resonance studies of some potassium tetraarylborates

1973

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Abstract-Proton and boron-1 1 magnetic resonance spectra for several potassium para-substituted tetraarylborate compounds Electronegativities ofpara-substituted phenyl rings were calculated and found to be approximately 2.70 for all compounds studied. It was shown that electronic substituent effects do not greatly influence the electron density surrounding the central boron atom in the tetraarylborate ions.

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Studies in the tetraarylborates

Cited by 33 publications

References 6 publications

Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

Evaluation of Liquid‐ and Solid‐Contact, Pb²⁺‐Selective Polymer‐Membrane Electrodes for Soil Analysis

Proton and boron‐11 magnetic resonance studies of some potassium tetraarylborates

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Studies in the tetraarylborates

Cited by 33 publications

References 6 publications

Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

Syntheses and Reactivity of New Zwitterionic Imidazolium Trihydridoborate and Triphenylborate Species

Evaluation of Liquid‐ and Solid‐Contact, Pb2+‐Selective Polymer‐Membrane Electrodes for Soil Analysis

Proton and boron‐11 magnetic resonance studies of some potassium tetraarylborates

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Evaluation of Liquid‐ and Solid‐Contact, Pb²⁺‐Selective Polymer‐Membrane Electrodes for Soil Analysis