5424-86-2Relevant academic research and scientific papers
Integrating Hydrogen Production and Transfer Hydrogenation with Selenite Promoted Electrooxidation of α-Nitrotoluenes to E-Nitroethenes
Chong, Xiaodan,Liu, Cuibo,Wang, Changhong,Yang, Rong,Zhang, Bin
supporting information, p. 22010 - 22016 (2021/09/02)
Developing an electrochemical carbon-added reaction with accelerated kinetics to replace the low-value and sluggish oxygen evolution reaction (OER) is markedly significant to pure hydrogen production. Regulating the critical steps to precisely design electrode materials to selectively synthesize targeted compounds is highly desirable. Here, inspired by the surfaced adsorbed SeOx2? promoting OER, NiSe is demonstrated to be an efficient anode enabling α-nitrotoluene electrooxidation to E-nitroethene with up to 99 % E selectivity, 89 % Faradaic efficiency, and the reaction rate of 0.25 mmol cm?2 h?1 via inhibiting side reactions for energy-saving hydrogen generation. The high performance can be associated with its in situ formed NiOOH surface layer and absorbed SeOx2? via Se leaching-oxidation during electrooxidation, and the preferential adsorption of two -NO2 groups of intermediate on NiOOH. A self-coupling of α-carbon radicals and subsequent elimination of a nitrite molecule pathway is proposed. Wide substrate scope, scale-up synthesis of E-nitroethene, and paired productions of E-nitroethene and hydrogen or N-protected aminoarenes over a bifunctional NiSe electrode highlight the promising potential. Gold also displays a similar promoting effect for α-nitrotoluene transformation like SeOx2?, rationalizing the strategy of designing materials to suppress side reactions.
Stereoarrayed 2,3-Disubstituted 1-Indanols via Ruthenium(II)-Catalyzed Dynamic Kinetic Resolution-Asymmetric Transfer Hydrogenation
Cotman, Andrej Emanuel,Modec, Barbara,Mohar, Barbara
supporting information, p. 2921 - 2924 (2018/05/28)
Activated racemic 2,3-disubstituted 1-indanones 1 possessing two stereolabile centers were stereoselectively reduced to the corresponding chiral 2,3-disubstituted-1-indanols 2 by ruthenium(II)-catalyzed dynamic kinetic resolution-asymmetric transfer hydro
Synthesis and structural characterization of imines from 2,3-diphenylbutane-1,4-diamine and their ruthenium catalyzed transformation to bis-(1,3-dihydropyrrolone) derivatives
Biletzki, Tobias,Elschner, Thomas,Neuwirth, Toni,Goerls, Helmar,Imhof, Wolfgang
, p. 457 - 469 (2013/09/24)
2,3-Diphenylbutane-1,4-diamine is prepared from 2,3-diphenylsuccinonitrile via the corresponding bis-acetamide. High level DFT-calculations show that the meso form of the diamine is stabilized by intramolecular hydrogen bonds compared to the chiral stereo
A Paal-Knorr approach to 3,4-diaryl-substituted pyrroles: Facile synthesis of lamellarins O and Q
Ramirez-Rodriguez, Armando,Mendez, Jose M.,Jimenez, Cristina C.,Leon, Fernando,Vazquez, Alfredo
, p. 3321 - 3326,6 (2012/12/12)
A very simple, yet efficient synthetic methodology, to obtain 3,4-diaryl-substituted pyrroles is described. The approach is based on the Knoevenagel condensation between arylacetonitriles and substituted aromatic aldehydes, followed by conjugate addition of cyanide to afford succinonitriles in excellent yields. The products thus obtained were subjected to DIBAL-H reduction, followed by cyclization under acidic conditions to produce the corresponding pyrroles in good overall yields. The utility of this protocol is exemplified by the synthesis of the marine alkaloids lamellarins O and Q.
Photochemistry and photophysics of triarylmethane dye leuconitriles
Jarikov,Neckers
, p. 659 - 671 (2007/10/03)
The photochemical reactions of crystal violet leuconitrile (CVCN) were investigated by the means of product analysis and trapping experiments, laser flash and steady-state photolysis, and steady-state fluorescence. The influence of oxygen on the reaction was examined in detail. The photochemistry of malachite green leuconitrile (MGCN), basic fuchsin leuconitrile (BFCN), and crystal violet leucomethyl (CVMe) and leucobenzyl (CVBn), as well as triphenylacetonitrile, was studied. The results suggest ionization occurs from S1, while the di-π-methane reaction is the photochemical route from T1.
Potassium fluoride on alumina: Oxidative coupling of acidic carbon compounds with diiodine
Villemin,Alloum
, p. 3169 - 3179 (2007/10/02)
Diiodine reacts at room temperature with activated methylene compounds in the presence of potassium fluoride on alumina and saturated dimers, unsaturated dimers or trimers were formed according to the stoechiometry of the reaction. The reactions were improved by using ultrasound activation.
Titanium(III) Chloride Mediated Reduction of Dicyanoalkenes
Sera, Akira,Tsuzuki, Toshihiro,Satoh, Eishi,Itoh, Kuniaki
, p. 3068 - 3071 (2007/10/02)
The reaction of substituted dicyanoalkenes with aqueous titanium(III) chloride was examined.The dicyanoalkenes, which showed irreversible reduction characteristics on cyclic voltammograms, (typically, 2-cyano-3-phenylpropenenitrile), afforded cyclized and
Studies of the use of elemento-organic compounds of the fifteenth and sixteenth groups in organic synthesis LXXV *. Reduction of some organic compounds by tertiary stibines
Huang, Yao-Zeng,Chen, Chen,Zhu, Fanghua,Liao, Yi
, p. 147 - 152 (2007/10/02)
Trialkylstibines can reduce nitroarenes to azoxy compounds, quinone to hydroquinone, and p-toluenesulfonyl chloride to p-toluenesulfinic acid in good yields under mild conditions.Debromination of α-bromophenylacetonitrile or 1,2-dibromo-1-phenylethane by tri-n-butylstibine gives 2,3-diphenylsuccinonitrile or styrene, respectively.
Molecular Orbital and Experimental Studies on the Photoinduced Decarboxylation of Pyrethroid Model Esters
Katagi, Toshiyuki,Mikami, Nobuyoshi,Matsuda, Tadashi,Miyamoto, Junshi
, p. 779 - 782 (2007/10/02)
A series of pyrethroid model esters with various substituents in the acid or alcohol moiety have been irradiated by u. v.-radiation (λ > 220 nm).The main reaction is decarboxylation, as evidenced by gas chromatographic (g. c.) and mass spectrometric (m. s.) analyses.In the photoinduced decarboxylation reaction, the substituent effect on the main transition, which occurs via carbonyl excitation, and on the reactivity of a radical intermediate have been examined by semiempirical molecular-orbital calculations (MNDO and CNDO/S).It has been found tha the change of benzyl carbon-oxygen bond strength in the excited states is one of the important factors in determining the yield of the decarboxylated product.
CROWN ETHER CATALYSIS IN THE SYNTHESIS OF CYANOHYDRIN DERIVATIVES
Chenevert, Robert,Plante, Raymond,Voyer, Normand
, p. 403 - 410 (2007/10/02)
Carbonyl compounds react with cyanide ion under phase transfer catalysis (18-crown-6) to give cyanohydrin anions which are trapped by acid chlorides, anhydrides or alkylating agents to give cyanohydrin derivatives.
