603-32-7Relevant academic research and scientific papers
ONE POT SYNTHESIS FROM THE ELEMENTS OF SYMMETRICAL AND UNSYMMETRICAL TRIARYL-PHOSPINES, -ARSINES AND -STIBINES BY THE SRN1 MECHANISM
Bornancini, Esteban R.,Alonso, Ruben A.,Rossi, Roberto A.
, p. 177 - 184 (1984)
The reactions of elemental phosphorus, arsenic and antimony with sodium metal in liquid ammonia form "M-3" species that react with haloarenes under irradiation to form symmetrical triaryl derivatives of these metals by the SRN1 mechanism in fair to good yields.Further reaction with sodium metal gives a derivative nucleophile (diarylphosphide and diarylarsenide ions) that reacts with another haloarene under irradiation to form unsymmetrical phosphines and arsines.
Highly stereoselective synthesis of cyclopropyl heterocycles via cyclopropanation of olefin with arsonium salt
Ren, Zhongjiao,Cao, Weiguo,Tong, Weiqi,Chen, Jie,Wang, Changqing
, p. 85 - 90 (2008)
(Chemical Equation Presented) An efficient and highly stereoselective approach for the preparation of highly functionalized cyclopropyl heterocycles via the cyclopropanation of olefines with arsonium salts in the presence of KF 2H2O has been developed.
DEOXYGENATION OF TRIPHENYLARSINE OXIDE TO TRIPHENYLARSINE BY LOW VALENT TITANIUM
Xing, Yi De,Hou, Xue Long,Huang, Nai Zheng
, p. 4727 - 4728 (1981)
Low valent titanium was used to deoxygenate triphenylarsine oxide to triphenylarsine.
Organic Electrochemistry: Expanding the Scope of Paired Reactions
Moeller, Kevin D.,Wu, Tiandi
supporting information, p. 12883 - 12890 (2021/05/07)
Paired electrochemical reactions allow the optimization of both atom and energy economy of oxidation and reduction reactions. While many paired electrochemical reactions take advantage of perfectly matched reactions at the anode and cathode, this matching of substrates is not necessary. In constant current electrolysis, the potential at both electrodes adjusts to the substrates in solution. In principle, any oxidation reaction can be paired with any reduction reaction. Various oxidation reactions conducted on the anodic side of the electrolysis were paired with the generation and use of hydrogen gas at the cathode, showing the generality of the anodic process in a paired electrolysis and how the auxiliary reaction required for the oxidation could be used to generate a substrate for a non-electrolysis reaction. This is combined with variations on the cathodic side of the electrolysis to complete the picture and illustrate how oxidation and reduction reactions can be combined.
Fundamental Study on Arsenic(III) Halides (AsX3; X = Br, I) toward the Construction of C3-Symmetrical Monodentate Arsenic Ligands
Tanaka, Susumu,Konishi, Masafumi,Imoto, Hiroaki,Nakamura, Yuma,Ishida, Masatoshi,Furuta, Hiroyuki,Naka, Kensuke
supporting information, p. 9587 - 9593 (2020/07/02)
Arsenic ligands have attracted considerable attention in coordination chemistry. Arsenic(III) halides are the most important starting materials in the preparation of monodentate arsenic ligands. In this work, we optimized the synthetic methodologies of arsenic(III) halides (AsX3; X = Br, I) and examined the difference of their physical properties such as solubility to organic solvent and reactivity to nucleophiles. In addition, a wide variety of monodentate arsenic ligands were prepared with the obtained AsX3. Finally, the obtained monodentate arsenic ligands were utilized for copper-free Sonogashira cross-coupling reaction in the reaction system with porphyrin. The results showed that monodentate arsenic ligands have higher catalytic activity compared with triphenylphosphine because of the difference of the electronic features of lone pairs between arsenic and phosphorus atoms.
A practical method for the generation of organoarsenic nucleophiles towards the construction of a versatile arsenic library
Tanaka, Susumu,Imoto, Hiroaki,Kato, Takuji,Naka, Kensuke
supporting information, p. 7937 - 7940 (2016/06/09)
Nucleophilic arsenic reagents were prepared in situ from a nonvolatile cyclooligoarsine. As-As bond cleavage of the cyclooligoarsine readily proceeded with anion sources. Various kinds of organoarsenic compounds were easily constructed in high yields by selecting anion sources and electrophiles. In comparison with conventional methods of As-C bond formation, a wide variety of organoarsenic compounds were safely and easily synthesized by using this method.
Tail-to-tail dimerization of methyl acrylate in the presence of triphenylarsine ruthenium complexes
Behnia, Ava,Tamaddoni Jahromi, Bahareh,Nemati Kharat, Ali
, p. 3018 - 3025 (2015/10/20)
Dimerization of methyl acrylate by ruthenium-based homogenous catalysts. The effect of the addition of supporting ligands on selectivity was studied. Conversion and selectivity were significantly affected by using triphenyl arsine. Possible reaction mechanism to achieve the tail to tail product was discussed. Catalytic dimerization of methyl acrylate by homogenous ruthenium catalysts was investigated. The effect of the addition of acidic additives, supporting ligands, polymerization inhibitor, and reaction conditions on the selectivity of dimerization was studied, and possible reaction mechanism was discussed. Conversion and selectivity were significantly affected by using triphenylarsine as supporting ligand. Under mild conditions, conversion up to 98% with good selectivity to tail-to-tail product was achieved.
Chemoselective hydrogenation of nitroarenes and deoxygenation of pyridine N-oxides with H2 catalyzed by MoO2Cl2
Reis, Patrícia M.,Royo, Beatriz
scheme or table, p. 949 - 952 (2009/05/27)
A chemoselective and highly efficient hydrogenation of nitroarenes and deoxygenation of pyridine N-oxides using a cheap and environmentally friendly H2/MoO2Cl2 system has been developed.
Highly stereoselective construction of spiro[cyclopropane-1,4′-pyrazolin-5′-one]with 4-arylidene-3-methyl-1-phenyl-pyrazolin-5-one and arsonium ylide
Ren, Zhongjiao,Cao, Weiguo,Chen, Jie,Chen, Yali,Deng, Hongmei,Shao, Min,Wu, Danyi
, p. 5156 - 5161 (2008/09/21)
A highly stereoselective synthesis of exo-spiro[cyclopropane-1,4′-pyrazolin-5′-one] from 4-arylidene-3-methyl-1-phenyl-pyrazolin-5-one and arsonium bromide in the presence of base has been achieved. The triphenylarsine-catalyzed cyclopropanation of 4-arylidene-3-methyl-1-phenyl-pyrazolin-5-one with bromide in the presence of NaHCO3 has also been studied. Both exo and endo isomers were formed in this reaction. The structures of the products were characterized by IR, MS, 1H NMR, elemental analysis, and X-ray diffraction analysis.
Reduction of tertiary phosphine oxides with DIBAL-H
Busacca, Carl A.,Raju, Ravinder,Grinberg, Nelu,Haddad, Nizar,James-Jones, Paul,Lee, Heewon,Lorenz, Jon C.,Saha, Anjan,Senanayake, Chris H.
, p. 1524 - 1531 (2008/04/12)
(Chemical Equation Presented) The reduction of tertiary phosphine oxides (TPOs) and sulfides with diisobutylaluminum hydride (DIBAL-II) has been studied in detail. An extensive solvent screen has revealed that hindered aliphatic ethers, such as MTBE, are optimum for this reaction at ambient temperature. Many TPOs undergo considerable reduction at ambient temperature and then stall due to inhibition. 31P and 13C NMR studies using isotopically labeled substrates as well as competition studies have revealed that the source of this inhibition is tetraisobutyldialuminoxane (TIBAO), which builds up as the reaction proceeds. TIBAO selectively coordinates the TPO starting material, preventing further reduction. Several strategies have been found to circumvent this inhibition and obtain full conversion with this extremely inexpensive reducing agent for the first time. Practical reduction protocols for these critical targets have been developed.
