With Sodium Tetraphenylborate

Dimethyl tellurium dichloride, diphenyl tellurium dichloride and heterocyclic tellurium diiodides reacted with sodium tetraphenylborate in methanol or ethanol to produce telluronium tetraphenylborates.  

Dimethyl Phenyl Telluronium Tetraphenylhorate 0.46 g (2 mmol) of dimethyl telluronium dichloride are dissolved in 30 ml of absolute methanol and a solution of 1.7 g (5 mmol) of sodium tetraphenylhorate in 30 ml of methanol is added dropwise with stirring at 20°. Stirring is continued for 2 h, the mixture is filtered, and the solid is recrystallized from ethyl methyl ketone yield 0,81 g (65%) decomposes above 200°. 

Triphenyl telluronium tetraphenylhorate (dec. 200°) was similarly obtained in 50% yield.  

Tellurolane-l,l-diiodide, 2-methyltellurolane-l,l-diiodide, l,4-oxatellurinane-l,l-diiod-ide , or 1,3-dihydrobenzo[c]tellurole and sodium tetraphenylhorate had to be refluxed for 2h to obtain telluronium tetraphenylborates.  

2-Methyl-l-phenyl-tellurolanium Tetraphenylhorate A mixture of 4.52 g (10 mmol) 2-methyl-tellurolane- 

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It is noteworthy that carbene function may be manifested in the derivatives of tris(imidazol-l-yl)borate 44 (96AGE310). Its reaction first with n-butyllithium, then with iron(II) chloride, and finally with sodium tetraphenylborate gives the iron(III) carbene derivative 45. 

Ammonium may be determined by predpitation with sodium tetraphenylborate as the sparingly soluble ammonium tetraphenylborate NH4[B(C6H5)4], using a similar procedure to that described for potassium it is dried at 100°C, For further details of the reagent, including interferences, notably potassium, rubidium, and caesium, see Section 11.38,... 

A few compounds have also been prepared by reacting iminehydrochlorides with sodium tetraphenylborate 4S>47> as illustrated be Eq. (5)... 

The reaction of tertiary amines such as trimethylamine or triethylamine, with acetyl or benzoyl chloride, followed by anion exchange with sodium tetraphenylborate gives stable... 

O-ALKYLATION PROCEDURE. The extract was O-alkylated according to a method described earlier by Liotta al.(14) using tetrabutylanunonium hydroxide and the appropriate alkyl iodide. The extract (1.00 g) was stirred in freshly distilled tetrahydrofuran (THF) (30 mL) under nitrogen for 30 min. A solution of aqueous tetrabutylanunonium hydroxide (1.53 M, 2.3 ml 3.5 mmol base) was then added and this solution was stirred under nitrogen for 30 min. Alkyl iodide (7.2 mmol) was added and the mixture was stirred under nitrogen at room temperature for 2 days. THF and the alkyl iodide were removed by rotovaporization under reduced pressure. The residue was washed with a hot methanol/water mixture (50/50 vol.) until the filtrate was free of iodide (no precipitate with silver nitrate) and tetrabutylanunonium cation (no precipitate with sodium tetraphenylborate). The all lated extract was then dried under vacuum at 105 "C for 24 hours. 

Potassium and its salts can he identified hy flame test. It imparts hlac color to the flame. Potassium ion in aqueous solution can be identified by reaction with sodium tetraphenylborate, NaB(C6H5)4. In weakly acid solution, a white precipitate of the potassium salt KB(C6H5)4 is obtained. The precipitate is filtered, dried, and weighed to measure potassium. The test is quantitative. 

Liu et al. prepared a procaine-sensitive FET transducer by coating a suitable electrode with sodium tetraphenylborate-procaine active material, 5% of poly(vinylchloride), and dibutyl phthalate in tetrahydrofliran [71]. The optimum operating pH was determined to be between 2 and 7. The transducer was applied in the potentiometric titrimetric determination of procaine in injection solution, where the recovery was 100.7% and the coefficient of variation (n = 2) was 1.4%. 

In their applications of A.C. oscillopolarographic titration for pharmaceutical analysis, Huang et al. reported a method for the titration of procaine hydrochloride with sodium tetraphenylborate [62]. Procaine hydrochloride was mixed with sodium tetraphenylborate in acetate buffer (pH 4.6). The precipitate was filtered off, and the unconsumed tetraphenylborate titrated with thallium sulfate by A.C. oscillo-polarography. The recovery was found to be 99.9 to 100.0%, and the coefficient of variation (n = 10) was 0.19%. The method could also be used to identify outdated samples of procaine hydrochloride injection solution, as its loss of water solubility is indicated by an incision in the titration curve. 

A Schlenk flask (20mL) is charged with sodium tetraphenylborate(l —) (548mg, 1.6mmol) and methanol (lOmL) and stirred until all the solid has dissolved. 

During the photolysis of a-diazophosphonium salts, the skeletons of the reactants are preserved. Excluding a plausable Wolff rearrangement, only the O/H insertion product of the carbene with the solvents can be obtained. Diazophosphonium tetrafluoroborate (6), formed by UV irradiation in methanol under a nitrogen atmosphere and subsequent anion exchange with sodium tetraphenylborate, yields the stable (2-methoxy-2-oxopropyl)-triphenylphosphonium tetraphenylborate (7) (equation 4)31. 

A. Potassium ion in a 250.0 ( 0.1 )-mL water sample was precipitated with sodium tetraphenylborate ... 

It was then acidified and treated with sodium tetraphenylborate to give 0.554 g of precipitate. Find the weight percent of NH4C1 and K2C03 in the original solid. 

Luo et al.90 have described yet another approach to reducing the impact of ion exchange in metal ion extraction by neutral extractants in ILs, one which relies on modifying neither the structure of the IL nor the properties of the extractant. Instead, a sacrificial species that transfers in preference to the IL cation upon metal ion extraction (thereby reducing loss of the IL) is added to the IL phase. Ideally, the sacrificial species should exhibit no affinity for the extractant (in order not to interfere with extraction of the metal ion of interest) and be more hydrophilic than the IL cation (in order to favor its loss to the aqueous phase upon metal ion transfer). Tests with sodium tetraphenylborate indicate that its addition to a solution of a calix-crown ether in [C4mim+][Tf2N ] reduces the loss of the IL induced by cesium extraction by nearly one-quarter with no adverse effect on the efficiency of cesium extraction. 

Interestingly, [AuPhCP Bus)] can also be obtained in quantitative yield in a slow reaction of tris [tri(ferf-butyl)phosphine]gold(I) oxonium tetrafluoroborate with sodium tetraphenylborate as phenylating agent22 [Eq. (2)]. 

Bedford and coworkers disclosed iron-catalyzed Suzuki-Miyaura-type coupling reactions of benzyl bromides with sodium tetraphenylborate in the presence of 5 mol% 15 as the catalyst and 10 mol% of dianisylzinc as a promoter. No reaction occurred in its absence. The coupling furnished 38-88% yield of 3 (entry 26) [66]. The transformation proceeds probably by initial B-Zn transmetalation. The resulting arylzinc transfers the aryl group to the iron catalyst as in the Negishi couplings above. An aryliron(I) complex was proposed to be formed initially. 

Reductive coupling of iodonium salts catalysed by a palladium-zinc system also produced biaryls in good yield [38]. Also very effective was the palladium-catalysed cross-coupling of iodonium salts with sodium tetraphenylborate in water [39]. The reaction of 3-indolyl phenyliodonium trifluoroacetate with several alkyl and aryl lithium reagents gave 3-substituted indoles [40] ... 

Treatment of the dithiocarbamate (246) first with concentrated sulfuric acid and then with sodium tetraphenylborate produces the salt (156) in 86% yield (80AHC(27)151). 

H. E. L. Palmieri, L. V. Leonel, Determination of methylmercury in t>sh tissue by gas chromatography with microwave-induced plasma atomic emission spectrometry after derivatization with sodium tetraphenylborate, Fresenius J. Anal. Chem., 366 (2000), 466 D 469. 

Complex 125 in which one phenyl group of BPh4 is it bonded to ruthenium, has been synthesized in low yield (20%) by reaction of compound 129 with sodium tetraphenylborate in boiling methanol (80,81) [Eq. (12)]. The zwitterionic structure has been confirmed by X-ray structural analysis (82). 

Reaction of sodium dithiocarbamate with an equimolar amount of the chloroacetaldehyde/sodium hydrogen sulfite adduct (110) in dimethyl-formamide at room temperature yields 111 quantitatively. The latter, treated first with concentrated sulfuric acid and then with sodium tetraphenylborate, gives the salt 112 in 86% yield.Under the same conditions, piperi-dinium dithiobenzoate reacts with 110 providing in 64% yield 2-phenyl-l,3-dithiolium tetraphenylborate. ... 

Regarding titrants, cationic substances (for example, protonized alkaloids, compounds containing quaternary nitrogen, etc.) are usually titrated with sodium tetraphenylborate, the exact concentration of which is determined titrimetrically against a standard substance such as thallium(I) nitrate or pure copper(II) or nickel(II) salts in the presence of 1,10-phenanthroline. For titrations of anionics, substituted quaternary ammonium or pyridinium salts are applied. The procedures are simple and represent an ecologic alternative to so-called two-phase titrations. ... 

Several efforts have been carried out to develop a new aqueous derivatization reagent. Phenylation with sodium tetraphenylborate is a promising procedure for the speciation of several metals. Its application for organomercury analysis has been comprehensively studied [10]. Sodium tetrapropylborate is another reagent that has been investigated for determining organolead, tin, and mercury compounds [1]. However, its application is limited because it is not commercially available. 

While diphosphirenium 2 Pa and also cyclopropenium 2C exist as borate salts, attempts to abstract chloride from diphosphirene l Pg with sodium tetraphenylborate led to the phenyl-substituted lH-diphosphirene l Ph [25] (Scheme 15). These results clearly demonstrate that diphosphirenylium 2P are much more electrophilic than either diphosphirenium 2 P or the cyclopropenium salts 2C. 

Conversion of norbornadiene to nortricyclenes can also be achieved with organomercurials. This reaction proceeds via transmetalation to form a c-bonded organopalladium system which inserts norbornadiene. Thus an enrfo-cw-addition is observed. Conversions of this type were observed in the phenylation of dichloro(t -norbornadiene)palladium either with diphenyl-mercury or, more conveniently, with sodium tetraphenylborate to give di-/r-chlorobis(2 5,6-t -c ffo-3-phenylbicyclo[2.2.1]hept-e /o-2-yl)palladium (30) via cis addition.By contrast, the analogous platinum complex did not give a phenylation product. The palladium complex 30 underwent reversible ring closure to a nortricyclenyl complex 31 with pyridine. ... 

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