2014
DOI: 10.1002/celc.201402181
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Oil|Water Interfacial Phosphate Transfer Facilitated by Boronic Acid: Observation of Unusually Fast Oil|Water Lateral Charge Transport

Abstract: Anion transfer for highly hydrophilic phosphate and hydroxide anions into a water‐immiscible organic phase, 3‐(4‐phenylpropyl)‐pyridine (or PPP), is driven with the tetraphenylporphyrinato manganese(II/III) (or TPPMn) redox system and facilitated with a hydrophobic oil‐based boronic acid ((3‐(1,3‐dioxo‐6‐propylamino‐1H‐benzo[de]isoquinolin‐2(3 H)‐yl)phenyl)boronic acid). Both 1) experiments with random arrays of microdroplets (transient) and 2) experiments in a gold–gold dual‐plate oil‐filled microtrench gener… Show more

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Cited by 13 publications
(8 citation statements)
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References 48 publications
(45 reference statements)
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“…The equation assumes an infinitely extended area and ignores the presence of the “mouth” region, but depending on the depth/aspect ratio of the microtrench electrode the approximation is acceptable. Recent applications of this type of electrode were based on the detection of nitrite and nitrate in serum 18, the suppression of chemically irreversible oxygen or ascorbate interferences 19, the amplified detection of cysteine and cystine 20, chloride determination at a boron‐doped diamond dual plate device 15, and the study of several other aqueous redox systems 21 including phosphate transfer at liquid|liquid interfaces 22.…”
Section: Introductionmentioning
confidence: 99%
“…The equation assumes an infinitely extended area and ignores the presence of the “mouth” region, but depending on the depth/aspect ratio of the microtrench electrode the approximation is acceptable. Recent applications of this type of electrode were based on the detection of nitrite and nitrate in serum 18, the suppression of chemically irreversible oxygen or ascorbate interferences 19, the amplified detection of cysteine and cystine 20, chloride determination at a boron‐doped diamond dual plate device 15, and the study of several other aqueous redox systems 21 including phosphate transfer at liquid|liquid interfaces 22.…”
Section: Introductionmentioning
confidence: 99%
“…Also, the properties of the reduced hydroquinol product are currently unknown. Rather than employing a single working electrode, in the future, dual-plate bipotentiostatic experiments [39] could be employed to better reveal gradual changes in mass transport due to crystal transformations.…”
Section: Resultsmentioning
confidence: 99%
“…Liquid/liquid ion transfer processes [1,2] are fundamentally linked to biological ion transfer across membranes and therefore of considerable interest in analytical procedures and sensing as well as in electrocatalysis, where ion transfer is part of the overall catalytic reaction sequence [3,4]. Selectivity in the transfer of specific anions is usually associated with ion hydrophobicity (which is related to the octanol-water partitioning constant for neutral molecules [5], but linked to a different more appropriate thermodynamic scale, the ion transfer potential [6,7]) and/or with facilitated ion transfer [8], where reagents such as boronic acids can bind to the transferring ion at the liquid/liquid interface.…”
Section: Introductionmentioning
confidence: 99%