7516-59-8Relevant academic research and scientific papers
Investigating Variation of the Pnicogen Nucleophilic Heteroatom on Ionic Liquid Solvent Effects in Bimolecular Nucleophilic Substitution Processes
Schaffarczyk McHale, Karin S.,Haines, Ronald S.,Harper, Jason B.
, p. 534 - 539 (2019/06/11)
A series of nucleophiles containing Group 15 nucleophilic heteroatoms has been used to expand and develop the current understanding of ionic liquid solvent effects on bimolecular nucleophilic substitution processes. It was found that when using arsenic-, antimony- and bismuth-based nucleophiles, rate constant enhancement was observed for all solvent compositions containing ionic liquids. This rate constant enhancement was driven by ionic liquid/transition state interactions, which contrasts with previous studies on earlier Group 15 nucleophiles. This study provides a holistic understanding and augments the predictive framework for the effects of ionic liquids on bimolecular nucleophilic substitution processes, with the potential for these periodic trends to be broadly applied.
Terpolymers from Borane-Initiated Copolymerization of Triphenyl Arsonium and Sulfoxonium Ylides: An Unexpected Light Emission
Wang, De,Hadjichristidis, Nikos
supporting information, p. 6295 - 6299 (2019/04/08)
The first synthesis of well-defined poly[(phenylmethylene-co-methylpropenylene)-b-methylene, [(C1-co-C3)-b-C1], terpolymers was achieved by one-pot borane-initiated random copolymerization of ω-methylallyl (C3 units, chain is growing by three carbon atoms at a time) and benzyltriphenylarsonium (C1 units, chain is growing by one carbon atom at a time) ylides, followed by polymerization of sulfoxonium methylide (C1 units). Other substituted arsonium ylides, such as prenyltriphenyl, propyltriphenyl and (4-fluorobenzyl)triphenyl can also be used instead of benzyltriphenylarsonium. The obtained terpolymers are well-defined, possess a predictable molecular weight and low polydispersity (Mn,NMR=1.83–9.68×103 g mol?1, ?=1.09–1.22). An unexpected light emission phenomenon was discovered in these non-conjugated terpolymers, as confirmed by fluorescence and NMR spectroscopy. This phenomenon can be explained by the isomerization of the double bonds of allylic monomeric units along the chain of the terpolymers (isomerization-induced light emission).
Comparative study of the phospha- and arsa-Wittig reaction using 1H, 75As and 17O NMR spectroscopy
Raeck, Christian,Berger, Stefan
, p. 4934 - 4937 (2007/10/03)
The existence of oxaarsetanes during an arsa-Wittig reaction has been proved by 1H and 17O NMR spectroscopy. 75As NMR spectra were obtained from the corresponding arsonium salts and arsane oxides. The dynamic 1H NMR spectra of phospha- and arsaylides were compared. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
A general method for the rapid high yield preparation of pure arsonium salts. Preparation of (3-alkoxy-carbonyl-2-oxopropyl)triphenylarsonium bromides
Moorhoff, Cornelis M.
, p. 2925 - 2935 (2007/10/03)
An easy, rapid method for the preparation of arsonium salts of high yield and purity, by heating an alkyl halide and triphenylarsine as a melt at about 80 °C, is described.
THE REACTION OF BENZYLTRIPHENYLARSONIUM YLIDES WITH ALDEHYDES. A NOTE ABOUT THE MECHANISM OF THE WITTIG REACTION.
Broos, Rene,Anteunis, Marc J. O.
, p. 271 - 280 (2007/10/02)
The products and stereochemistry of the reaction of the benzyltriphenyl arsonium ylide with benzaldehyde and acetaldehyde both in the presence of lithium salts and under salt-free conditions are studied by 1H NMR at 360 MHz.The stereochemistry is discussed in view of recent developments in the mechanistic interpretation of the Wittig and Johnson-Corey-Chaykovsky reaction.
