16955-09-2Relevant academic research and scientific papers
Aluminium Oxide Supported on SBA-15 Molecular Sieves as Potential Lewis Acid Catalysts for Epoxide Ring Opening Using Aniline
Yadav, Rekha,Muralidhar, Akhila,Shamna,Aghila,Gurrala, Lakshmiprasad,Sakthivel, Ayyamperumal
, p. 1407 - 1415 (2018)
Abstract: A series of aluminium oxide (Al2O3)-supported SBA-15 molecular sieves were prepared using a one-step wet-impregnation method. Powder X-ray diffraction, nitrogen adsorption/desorption, infrared spectroscopy and ammonia TPD were used to investigate the structures and chemical natures of the surface-bound species. The FT-IR studies of metal-impregnated SBA-15 materials revealed strong covalent interaction of Al2O3 on SBA-15 materials with strong Lewis acidic properties, evident from ammonia-TPD studies. The metal oxide-supported SBA-15 catalysts are active for epoxide ring opening with aniline at room temperature, and showed remarkably high stability and selectivity towards mono-alkylated products (about 86%) viz., 1-(phenylamino)propan-2-ol and 2-(phenylamino)propan-1-ol. The catalytic activities remained intact after several recycles. The observed activities and selectivities were compared with other metal oxide-loaded SBA-15 catalysts obtained by similar preparation methods. Graphical Abstract: Aluminium oxide supported SBA-15 molecular sieves were prepared using a one-step wet-impregnation method. The materials showed strong Lewis acidic sites and promising catalytic activity for epoxide ring opening with aniline at room temperature. [Figure not available: see fulltext.]
Mesoporous Zr-Beta zeolites prepared by a post-synthetic strategy as a robust Lewis acid catalyst for the ring-opening aminolysis of epoxides
Tang, Bo,Dai, Weili,Sun, Xiaoming,Wu, Guangjun,Guan, Naijia,Hunger, Michael,Li, Landong
, p. 1744 - 1755 (2015)
Mesoporous zirconosilicate, stannosilicate, and titanosilicate with the BEA structure framework have been prepared from the commercially available Beta zeolite via acid-alkaline treatments and subsequent dry impregnation of appropriate organometallic prec
In situ preparation, characterization, and catalytic application of various amine functionalized microporous SAPO-37
Ahmed, Maqsood,Yadav, Rekha,Sakthivel, Ayyamperumal
, p. 9298 - 9306 (2016)
A series of monoamine, diamine, and aniline functionalized microporous silicoaluminophosphate molecular sieves (SAPO-37) was prepared by introduction of organo-silane ligand during hydrothermal synthesis. The template was selectively removed by the solvent extraction method in the presence of sodium nitrate salt. The effective removal of the template was evident from FT-IR, and 13C MAS-NMR studies. The retention of high crystallinity was evident from the powder XRD pattern of the template-removed functionalized SAPO-37 materials. The functionalized materials showed a high surface area in the range of 200-300 m2g-1 with a pore volume of 0.2-0.4 cm3g-1. The functionalized SAPO-37 was found to be a potential catalyst for epoxide ring opening with aniline.
Post-synthesis of Zr-MOR as a robust solid acid catalyst for the ring-opening aminolysis of epoxides
Tang, Bo,Song, Wei-Chao,Li, Sheng-Yang,Yang, En-Cui,Zhao, Xiao-Jun
, p. 13503 - 13511 (2018/08/21)
Zirconosilicate with the MOR topology (Zr-MOR) was successfully prepared using a two-step post-synthesis strategy from pre-dealumination of a H-MOR zeolite and subsequent dry impregnation of Cp2ZrCl2. The incorporated Zr species main
Highly Enantioselective Hydrogenation of Amides via Dynamic Kinetic Resolution Under Low Pressure and Room Temperature
Rasu, Loorthuraja,John, Jeremy M.,Stephenson, Elanna,Endean, Riley,Kalapugama, Suneth,Clément, Roxanne,Bergens, Steven H.
supporting information, p. 3065 - 3071 (2017/03/11)
High-throughput screening and lab-scale optimization were combined to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates functionalized α-phenoxy and related amides at room temperature under 4 atm H2 pressure to give chiral alcohols with up to 99% yield and in greater than 99% enantiomeric excess via dynamic kinetic resolution.
A solvent free method for preparation of β-amino alcohols by ring opening of epoxides with amines using MCM-22 as a catalyst
Baskaran, Thangaraj,Joshi, Akanksha,Kamalakar, Gunda,Sakthivel, Ayyamperumal
, p. 50 - 55 (2016/07/06)
β-amino alcohols were synthesized at room temperature employing microporous MCM-22 zeolite as catalyst in an eco-friendly manner without using solvent. The zeolite MCM-22 showed promising activity for the conversion of primary and secondary amines into β-amino alcohols under mild reaction conditions. The catalytic activity remains intact for three recycles.
Catalyst-free regioselective ring opening of epoxides with aromatic amines in water and solvent-free conditions
Ziyaei-Halimehjani,Gholami,Saidi
, p. 7 - 11 (2013/02/25)
Without using any catalysts, a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1,2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent and under solvent-free con
Highly efficient nanocrystalline zirconosilicate catalysts for the aminolysis, alcoholysis, and hydroamination reactions
Kore, Rajkumar,Srivastava, Rajendra,Satpati, Biswarup
, p. 2891 - 2904 (2014/01/06)
Nanocrystalline zirconosilicates and titanosilicates with MFI framework structure were hydrothermally synthesized by the addition of organosilanes in the synthesis composition of conventional zirconosilicate and titanosilicate materials. Materials were characterized by a complementary combination of X-ray diffraction, nitrogen sorption, scanning/transmission electron microscopy (S/TEM), ammonia temperature-programmed desorption (TPD), Fourier transform infrared (FT-IR) spectroscopy, and ultraviolet-visible (UV-vis) spectroscopic investigations. Nanocrystalline zeolite catalysts of the present study are reusable. They exhibit significantly higher catalytic activities in aminolysis and alcoholysis compared with the hitherto known catalysts. A range of β-amino alcohols/β-alkoxy alcohols with high regioselectivity were synthesized using zirconosilicates. Application of these materials was also extended in the synthesis of aminoesters by the hydroamination reaction of methyl acrylates and amines. Structure activity relationship was explained based on acidity measurements, reactivity of amines/alcohols, and adsorption of reactants on catalysts.
Synthesis and structure of an air-stable organobismuth triflate complex and its use as a high-efficiency catalyst for the ring opening of epoxides in aqueous media with aromatic amines
Tan, Nianyuan,Yin, Shuangfeng,Li, Yuefang,Qiu, Renhua,Meng, Zhengong,Song, Xingxing,Luo, Shenglian,Au, Chak-Tong,Wong, Wai-Yeung
experimental part, p. 1579 - 1583 (2011/05/14)
An air-stable organobismuth triflate complex with a novel 5,6,7,12-tetrahydrodibenzo[c,f]-[1,5]oxabismocine framework was synthesized and characterized by spectroscopic and single-crystal X-ray diffraction techniques. The organobismuth framework is cationic, and the complex shows relatively strong Lewis acidity (0.8 o ≤ 3.3). It was found to exhibit high catalytic activity towards the ring-opening reaction of epoxides in aqueous media with aromatic amines at room temperature. This catalyst shows good stability, recyclability and reusability. The catalytic system affords a simple and efficient method for the synthesis of β-amino alcohols.
The reaction of primary aromatic amines with alkylene carbonates for the selective synthesis of bis-N-(2-hydroxy)alkylanilines: The catalytic effect of phosphonium-based ionic liquids
Selva, Maurizio,Fabris, Massimo,Lucchini, Vittorio,Perosa, Alvise,Noe, Marco
experimental part, p. 5187 - 5198 (2010/12/25)
At T ≥ 140 °C, different primary aromatic amines (pX-C 6H4NH2; X = H, OCH3, CH3, Cl) react with both ethylene- and propylene-carbonates to yield a chemoselective N-alkylation process: bis-N-(2-hydroxyalkyl)anilines [pX-C 6H4N(CH2CH(R)OH)2; R = H, CH 3] are the major products and the competitive formation of carbamates is substantially ruled out. At 140 °C, under solventless conditions, the model reaction of aniline with ethylene carbonate goes to completion by simply mixing stoichiometric amounts of the reagents. However, a class of phosphonium ionic liquids (PILs) such as tetraalkylphosphonium halides and tosylates turn out to be active organocatalysts for both aniline and other primary aromatic amines. A kinetic analysis monitored by 13C NMR spectroscopy, shows that bromide exchanged PILs are the most efficient systems, able to impart a more than 8-fold acceleration to the reaction. The reactions of propylene carbonate take place at a higher temperature than those of ethylene carbonate, and only in the presence of PIL catalysts. A mechanism based on the Lewis acidity of tetraalkylphosphonium cations and the nucleophilicity of halide anions has been proposed to account for both the reaction chemoselectivity and the function of the catalysts.
