131274-22-1Relevant articles and documents
Convenient preparation of tri-tert-butylphosphonium tetrafluoroborate
Saget, Tanguy,Cramer, Nicolai
, p. 2369 - 2371 (2011)
The versatile tri-tert-butylphosphonium tetrafluoroborate ligand is prepared in a convenient, simple, and high-yielding procedure without the isolation of sensitive intermediates. Georg Thieme Verlag Stuttgart New York.
Aryldiazonium Salts as Nitrogen-Based Lewis Acids: Facile Synthesis of Tuneable Azophosphonium Salts
Habraken, Evi R. M.,van Leest, Nicolaas P.,Hooijschuur, Pim,de Bruin, Bas,Ehlers, Andreas W.,Lutz, Martin,Slootweg, J. Chris
, p. 11929 - 11933 (2018)
Inspired by the commercially available azoimidazolium dyes (e.g., Basic Red 51) that can be obtained from aryldiazonium salts and N-heterocyclic carbenes, we developed the synthesis of a unique set of arylazophosphonium salts. A range of colours were obtained by applying readily tuneable phosphine donor ligands and para-substituted aryldiazonium salts as nitrogen-based Lewis acids. With cyclic voltammetry, a general procedure was designed to establish whether the reaction between a Lewis acid and a Lewis base occurs by single-electron transfer or electron-pair transfer.
Process for synthesizing tri-tert-butylphosphonium tetrafluoroborate
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Paragraph 0017; 0019-0020; 0022-0023; 0025-0026; ..., (2021/11/26)
A tert-butyl Grignard reagent is reacted with phosphorus trihalide and boron trifluoride, the reaction is finished, a hydrofluoric acid aqueous solution is added to form a salt, the layering is extracted, and the tri-tert-butylphosphonium - tetrafluoroborate is obtained through recrystallization. The method is simple, feasible, safe and environment-friendly. When the tert-butyl Grignard reagent is reacted with the phosphorus trihalide, the tert-butyl phosphorus intermediate acts in the reaction process by adding the boron trifluoride complex, thereby improving the halogen ion release property, improving the tri-substituted product to 94 - 95%, the reaction yield 85 - 87% and the organic solvent can be recycled.
γ-Selective cross-coupling of allylic silanolate salts with aromatic bromides using trialkylphosphonium tetrafluoroborate salts prepared directly from phosphine?borane adducts
Denmark, Scott E.,Werner, Nathan S.
supporting information; experimental part, p. 4596 - 4599 (2011/10/12)
The γ-selective, palladium-catalyzed cross-coupling of sodium (Z)-2-butenyldiethylsilanolate with a variety of aromatic bromides is reported. The protocol provides high yields (73-94%) and site selectivity (γ/α, 25:1 → > 99:1) in the coupling of electron-
Effect of side chain substituents on the electron injection abilities of unsymmetrical perylene diimide dyes
Dinalp, Haluk,Akar, Zuhal,Zafer, Ceylan,Li, Sddk
experimental part, p. 182 - 191 (2012/01/13)
Three near-infrared (NIR) absorbing unsymmetrical perylene diimide D-A-D type dyes containing 6-undecanoxy as donor group were utilized in dye-sensitized nanocrystalline TiO2 solar cells. Structure of the acceptor side of the molecules were improved by adding 4-[2-methyl-5-(cyanoacrylic acid)-3-thienyl]-phenyl (V), 3-carboxy-2-pyridil (VI) and 3-carboxy-2-pyrazyl (VII) moieties attached to one of the N-side of the dye. The relationship between the molecular structure of the acceptor sites of the dyes and the photovoltaic performances were discussed. Electrochemical measurements indicated that band gaps of the dyes were energetically favorable for electron injection from the excited state of the dyes to the conduction band of TiO2 nanoparticles. However, three dyes gave lower conversion efficiency on DSSC applications. Strong electron-withdrawing nature of perylene core might not permit to transfer the photo-generated electrons to the carboxyl groups anchoring to TiO2 surface, and then solar-to-electricity conversion efficiencies of the dyes were reduced.
Air-stable trialkylphosphonium salts: simple, practical, and versatile replacements for air-sensitive trialkylphosphines. Applications in stoichiometric and catalytic processes.
Netherton,Fu
, p. 4295 - 4298 (2007/10/03)
Trialkylphosphines furnish unusual, sometimes unique, reactivity in a range of transformations. Unfortunately, their utility is compromised by their sensitivity to oxidation. We have examined a simple but powerful strategy for addressing this problem: convert air-sensitive trialkylphosphines into air-stable phosphonium salts via protonation on phosphorus. These robust salts serve as direct replacements for the corresponding phosphines (simple deprotonation under the reaction conditions by a Bronsted base liberates the trialkylphosphine) in a diverse set of applications. [reaction: see text]
