129443-78-3Relevant academic research and scientific papers
DITHIOL-FERROUS CHLORIDE CATALYZED SELECTIVE REDUCTION OF ALKYNES WITH SODIUM BOROHYDRIDE
Kijima, Masashi,Nambu, Yoko,Endo, Takeshi
, p. 1851 - 1854 (1985)
Simple dithiols-ferrous chloride or lipoamide-ferrous chloride were found to be effective catalysts for the selective reduction of substituted alkynes to alkenes with sodium borohydride presumably by forming active dithiol-Fe(II) complexes.
Unsupported Nanoporous Gold Catalyst for Chemoselective Hydrogenation Reactions under Low Pressure: Effect of Residual Silver on the Reaction
Takale, Balaram S.,Feng, Xiujuan,Lu, Ye,Bao, Ming,Jin, Tienan,Minato, Taketoshi,Yamamoto, Yoshinori
supporting information, p. 10356 - 10364 (2016/08/31)
For the first time, H-H dissociation on an unsupported nanoporous gold (AuNPore) surface is reported for chemoselective hydrogenation of C=C, C=C, C=N, and C=O bonds under mild conditions (8 atm H2 pressure, 90 °C). Silver doping in AuNPore, which was inevitable for its preparation through a process of dealloying of Au-Ag alloy, exhibited a remarkable difference in catalytic activity between two catalysts, Au>99Ag1NPore and Au90Ag10NPore.The former was more active and the latter less active in H2 hydrogenation, while the reverse tendency was observed for O2 oxidation. This marked contrast between H2 reduction and O2 oxidation is discussed. Further, Au>99Ag1NPore showed a high chemoselectivity toward reduction of terminal alkynes in the presence of internal alkynes which was not achieved using supported gold nanoparticle catalysts and other previously known methods. Reductive amination, which has great significance in synthesis of amines due to its atom-economical nature, was also realized using Au>99Ag1NPore, and the Au>99Ag1NPore/H2 system showed a preference for the reduction of aldehydes in the presence of imines. In addition to this high chemoselectivity, easy recovery and high reusability of AuNPore make it a promising heterogeneous catalyst for hydrogenation reactions.
Regio- and stereoselective hydrosilylation of 1,3-enynes catalyzed by palladium
Zhou, Hui,Moberg, Christina
, p. 1444 - 1447 (2013/06/27)
In the presence of Pd(0) and a phosphine, hydrosilylation of 1,3-enynes with Me2SiHCl proceeds to yield dienylsilanes with the silicon function added to the internal alkyne carbon atom and with (E)-configuration of newly formed olefinic bond. The silanols isolated after hydrolysis of the primarily obtained products serve as precursors to conjugated dienes with different substitution patterns.
Diastereoselective liquid assisted grinding: 'Cracking' functional resins to advance chromatography-free synthesis
Shearouse, William C.,MacK, James
, p. 2771 - 2775,5 (2020/09/14)
As regulations that restrict the use of organic solvents become more stringent, ball milling remains an attractive substitute for traditional organic synthesis. However, the mechanochemistry community does not have a purification pathway to complement the solvent-free, ball milling process. Functional resins have proven to be powerful synthetic tools that simplify purification, but traditional handling of these resins restricts their utility, as hazardous organic solvents are needed to swell the resin. Ball milling the functional resin exposes the functional groups as a function of surface area. This report details the use of ball milling and functional resins to perform an environmentally attractive version of the Wittig reaction.
Synthesis of stilbenes promoted by the mixture of zinc and iron powder
Zhanga, Zhiying,Xieb, Yuanyuan,Yua, Xiaochun
experimental part, p. 140 - 142 (2009/10/15)
Stilbenes have been synthesised by a one-pot reaction of aldehydes with benzyl bromide. The reaction was promoted by both triphenylphosphine and the mixture of zinc and iron together in sealed tube. The yields ranged from moderate to excellent.
Electron transfer induced isomerization of cis,trans- and trans,trans-1,4-diphenyl-1,3-butadiene
Wakamatsu, Kan,Takahashi, Yasutake,Kikuchi, Koichi,Miyashi, Tsutomu
, p. 5681 - 5684 (2007/10/02)
Irradiation of cis,trans- or trans,trans-1,4-diphenyl-1,3-butadiene with 9,10-dicyanoanthracene as a sensitizer results in predominant cis,trans → trans,trans geometric isomerization in acetonitrile. A cation radical chain mechanism is proposed to be oper
Pulse Radiolysis Study of Ion Pairing of Diphenylpolyene Radical Anions with Tetrabutylammonium and Sodium Cations in Tetrahydrofuran
Aoyama, Takahisa,Yamamoto, Yukio,Hayashi, Koichiro
, p. 3353 - 3358 (2007/10/02)
Pulse radiolysis of tetrahydrofuran (THF) solutions of all-trans α,ω-diphenyl-substituted polyenes, such as 1,4-diphenylbuta-1,3-diene, 1,6-diphenylhexa-1,3,5-triene and 1,8-diphenylocta-1,3,5,7-tetraene, has been undertaken in the absence and presence of Bu4NPF6 and NaBPh4.In the presence of the salts, the absorption maxima of the diphenylpolyene radical anions are shifted to shorter wavelengths by ion pairing with Bu4N+ and Na+ as well as that of the trans-stilbene radical anion previously investigated.When Ph(CH=CH)nPH.- (n=1-4) is paired with Bu4N+, the magnitude of the spectroscopic shift is larger for n=2-4 than for n=1.On the other hand, the magnitude of the spectroscopic shift due to the ion pairing with Na+ decreases with increasing n and becomes very small in the case of n=3 or 4.The decay of the radical anions, which is due to neutralization reactions with THF(H+), is retarded by the addition of the salts.The retarding effect of the salts is attributed to the ion pairing of the reactant ions with the counterions derived from the salts.In acetonitrile solution the absorption spectra and the decay rates of the radical anions are not affected by the addition of the salts, demonstrating that the ion pairing is not important in such a polar solvent.Results for the radical anions of pyrene, perylene and triphenylethylene are presented for the sake of comparison.The appreciable spectroscopic shift due to the ion pairing with the large Bu4N+ ion was found to be characteristic of the diphenylpolyene radical anions.
A Pulse Radiolysis Study of the Formation of Dimer Radical Cations of Aromatic Olefins
Chikai, Yukio,Yamamoto, Yukio,Hayashi, Koichiro
, p. 2281 - 2286 (2007/10/02)
The formation of dimer radical cations of several aromatic olefins has been studied by the pulse radiolysis technique.The aromatic olefins examined are 2-vinylnaphthalene (VN), 2-(1-propenyl)naphthalene (PN), 4-vinylbiphenyl (VBP), trans,trans-1,4-diphenyl-1,3-butadiene (1,4-DPB), and s-trans-2,3-diphenyl-1,3-butadiene (2,3-DPB).The formation of dimer radical cations were observed with all of them except 1,4-DPB, although it was very limited with VBP.Two types of dimer radical cations, bonded and associated ones, are formed with VN, whereas only the associated dimer radical cation is formed with PN.The influence of the aromatic substituents on the formation of the dimer radical cations is described.
