45708-98-3Relevant academic research and scientific papers
Synergistic Nanostructured MnOx/TiO2 Catalyst for Highly Selective Synthesis of Aromatic Imines
Sudarsanam, Putla,K?ckritz, Angela,Atia, Hanan,Amin, Mohamad Hassan,Brückner, Angelika
, p. 1990 - 1997 (2021/02/27)
This work reports the development of a synergistic nanostructured MnOx/TiO2 catalyst, with highly dispersed MnOx nanoparticles (4.5±1 nm) on shape-controlled TiO2 nanotubes (8–11 nm width and 120–280 nm length), for selective synthesis of valuable aromatic imines at industrially important conditions. Pristine TiO2 nanotubes exhibited 97 % imine selectivity at a 38.3 % benzylamine conversion, whereas very low imine selectivity was obtained over commercial TiO2 materials, indicating the catalytic significance of shape-controlled TiO2 nanotubes. The MnOx nanoparticle/TiO2 nanotube (10 wt% Mn) catalyst calcined at 400 °C showed the best activity with 95.6 % benzylamine conversion and 99.9 % imine selectivity. This catalyst exhibited good recyclability for four times and is effective for converting numerous benzylamines into higher yields of imines. The high catalytic performance of MnOx/TiO2 nanotubes was attributed to higher number of redox sites (Mn3+), high dispersion of Mn species, and shape-controlled structure of TiO2, indicating that this catalyst could be a promising candidate for selective oxidation reactions.
Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron
Chen, Dongping,Li, Kaidi,Tang, Wenjun,Xu, Guangqing,Xu, Ronghua,Zhou, Mingkang
supporting information, p. 10337 - 10342 (2020/07/04)
We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.
Kinetic Resolution of Secondary Allyl Boronates and Their Application in the Synthesis of Homoallylic Amines
Villar, Laura,Orlov, Nikolai V.,Kondratyev, Nikolay S.,Uria, Uxue,Vicario, Jose L.,Malkov, Andrei V.
supporting information, p. 16262 - 16265 (2018/10/20)
Highly enantioenriched, chromatographically-stable secondary allyl boronates featuring a 1,1,2,2-tetraethyl-1,2-ethanediol fragment (Epin) were obtained by kinetic resolution of their racemic mixtures. The Epin group at boron considerably improved stability of allyl boronates allowing them to be readily isolated by chromatography on silica. The resolved reagents were applied in stereoselective synthesis of homoallylic amines with an internal double bond employing unprotected imines formed in situ from aldehydes and ammonia. The reactions proceeded with an excellent transfer of chirality.
Structural characteristics and catalytic performance of nanostructured Mn-doped CeO2 solid solutions towards oxidation of benzylamine by molecular O2
Rangaswamy, Agolu,Venkataswamy, Perala,Devaiah, Damma,Ramana, Singuru,Reddy, Benjaram M.
, p. 136 - 147 (2017/01/03)
This work reports a thorough investigation of nanosized Mn-doped ceria (Ce0.7Mn0.3O2-δ, CM) as an efficient catalyst for oxidation of benzylamine under solvent-free conditions. These catalysts were prepared by a coprecipitation method followed by calcination at 773 and 1073?K. Effect of Mn doping was examined by a variety of characterization techniques. XRD results confirmed formation of single-phase Ce-O-Mn solid solution, and TEM studies showed nanosized nature of particles. BET surface area of CeO2 was significantly enhanced after Mn incorporation. Raman, XPS and H2-TPR results revealed that Mn cations in ceria lattice increase concentration of structural oxygen vacancies and reducibility of ceria. Among various catalysts, the CM calcined at 773?K exhibited a high conversion (～71%), product selectivity (～99.8%), and excellent stability. The better performance has been proved to be due to synergetic interaction between Ce and Mn ions thereby enhanced surface area, improved reducibility, and increased surface adsorbed oxygen species.
Redox reaction between benzyl azides and aryl azides: concerted synthesis of aryl nitriles and anilines
Kim, Yongjin,Rhee, Young Ho,Park, Jaiwook
supporting information, p. 1636 - 1641 (2017/02/23)
A unique and novel reaction between benzyl azides and aryl azides is described to synthesize aryl nitriles and anilines concurrently, which is catalyzed with a photoactivated diruthenium complex. N-Unsubstituted imines (N-H imines) are generated first from benzyl azides, followed by the hydrogen transfer reaction between N-H imines and aryl azides. A wide range of aryl nitriles and anilines were synthesized under neutral and mild reaction conditions.
Graphene oxide as a metal-free catalyst for oxidation of primary amines to nitriles by hypochlorite
Primo, Ana,Puche, Marta,Pavel, Octavian D.,Cojocaru, Bogdan,Tirsoaga, Alina,Parvulescu, Vasile,García, Hermenegildo
, p. 1839 - 1842 (2016/02/12)
Graphene oxide catalyzes oxidation by NaClO of primary benzyl and aliphatic amines to a product distribution comprising nitriles and imines. Nitriles are the sole product for long chain aliphatic amines. Spectroscopic characterization suggests that percarboxylic and perlactone groups could be the active sites of the process.
Metal-free, one-pot oxidative conversion of aldehydes to primary thioamides in aqueous media
Yadav, Arvind K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
supporting information, p. 408 - 416 (2014/01/06)
One-pot tandem reactions of a variety of aldehydes with aqueous ammonia, molecular iodine, and O,O-diethyl dithiophosphoric acid readily afford the corresponding primary thioamides. This is an inexpensive, practical, and metal-free way of accessing various thioamides from aldehydes in aqueous media. The pure products are obtained simply by filtration followed by successive washing with aqueous sodium thiosulfate and water. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]
Solvent-and catalyst-free reaction of (aminomethyl)phosphonates with epoxides: Synthesis of novel {[(2-hydroxyethyl)amino]methyl}phosphonates
Kaboudin, Babak,Sorbiun, Mina
experimental part, p. 284 - 289 (2011/04/12)
Uncatalyzed reaction of epoxides with (aminomethyl)phosphonates for the synthesis of novel {[(2-hydroxyethyl)amino]methyl}phosphonates is described. Treatment of (aminomethyl)phosphonates with epoxides without any catalyst and under solvent-free condition
Imine allylation using 2-alkoxycarbonyl allylboronates as an expedient three-component reaction to polysubstituted α-exo-methylene-γ-lactams
Elford, Tim G.,Hall, Dennis G.
body text, p. 6995 - 6998 (2009/04/10)
α-exo-Methylene-γ-lactams are key structural units in a wide variety of biologically active natural products. A concise route to the formation of polysubstituted α-exo-methylene-γ-lactams is described. In this three-component reaction, an imine is formed
A highly efficient and useful synthetic protocol for the synthesis of bis[aryl(diethoxyphosphoryl)methyl]amines from aromatic aldehydes using acetyl chloride as an efficient catalyst
Kaboudin, Babak,Jafari, Ehsan
, p. 1823 - 1826 (2008/02/12)
A highly efficient and useful method for the synthesis of bis[aryl(diethoxyphosphoryl)methyl]amines has been developed. The treatment of aromatic aldehydes with ammonia followed by reaction with diethyl phosphite in the presence of acetyl chloride as cata
