117776-25-7Relevant academic research and scientific papers
Band-Gap Narrowing of Highly Stable Heterogeneous ZrO2–ZnO Nanocomposites for the Reductive Amination of Carbonyl Compounds with Formic Acid and Triethylamine
Mishra, Kanchan,Kim, Sung Hong,Lee, Yong Rok
, p. 881 - 889 (2019)
The band gap of a material can be affected by factors such as size, doping materials, and oxygen vacancies. The decrease in band gap and change in state of ZrO2 with the addition of ZnO indicates interfacial interactions between ZrO2 and ZnO in the nanocomposites (NCs), which is further confirmed by the observed shift of the peaks in the Raman spectra. Heterobimetallic ZrO2–ZnO NCs were synthesized through a sustainable green approach by using sucrose isolated from Angelica gigas Nakai root extract. The highly stable NCs displayed excellent catalytic activity for reductive amination of carbonyl compounds utilizing HCO2H/(CH3CH2)3N as a hydrogen source. The high catalytic performance of the NCs was closely correlated with the narrow band gap and synergistic effect of ZrO2 with ZnO in the NCs.
Solvent-Free N-Alkylation and Dehydrogenative Coupling Catalyzed by a Highly Active Pincer-Nickel Complex
Arora, Vinay,Dutta, Moumita,Das, Kanu,Das, Babulal,Srivastava, Hemant Kumar,Srivastava, Hemant Kumar,Kumar, Akshai,Kumar, Akshai
, p. 2162 - 2176 (2020/06/05)
The synthesis and characterization of a pincer-nickel complex of the type (iPr2NNN)NiCl2(CH3CN) is reported here. We have demonstrated the utility of this pincer-nickel complex (0.02 and 0.002 mol %) for the catalytic N-alkylation of amines using various alcohols. Under solvent-free conditions, while the highest yield (ca. 90%) was obtained for the alkylation of 2-aminopyridine with naphthyl-1-methanol, excellent turnovers (34000 TONs) were observed for the alkylation of 2-aminopyridine with 4-methoxybenzyl alcohol. To demonstrate the synthetic utility of these systems, high-yield reactions (up to 98%) have been probed for representative substrates with a higher loading of the pincer-nickel catalyst (4 mol %). DFT studies indicate that while β-hydride elimination is the RDS for alcohol dehydrogenation, the N-alkylated product can be formed either via hydrogenation with a rate-determining σ-bond metathesis or by alcoholysis that has imine insertion as the RDS. All of the corresponding resting states have been observed by HRMS (ESI) analysis. The labeling experiments are also complementary to DFT studies and show evidence for the involvement of the benzylic C-H bond in the RDS with a kCHH/kCHD value of about 2.5. This method has been applied to accomplish efficient (2000 TONs) dehydrogenative coupling leading to various benzimidazoles.
An Efficient Metal-Free Mono N-Alkylation of Anilines via Reductive Amination Using Hydrosilanes
Thakur, Maheshwar S.,Nayal, Onkar S.,Sharma, Arti,Rana, Rohit,Kumar, Neeraj,Maurya, Sushil K.
supporting information, p. 6729 - 6732 (2018/11/23)
2-Aminoquinazolin-4-one based efficient organocatalytic eco-friendly reductive amination approach was developed for the mono N-alkylation of anilines using hydrosilane as a reducing agent. This practically easy and sustainable approach works under neat reaction conditions and utilizes non-toxic environmentally benign acetic acid as a dehydrating agent. The developed protocol have several advantages, such as broad substrate scope, wide functional group tolerance, short reaction time, and absence of metal catalyst in the reaction.
MIL-101(Cr) as a synergistic catalyst for the reduction of imines with trichlorosilane
Chen, Jingwen,Chen, Xiaoling,Zhang, Zhiguo,Bao, Zongbi,Xing, Huabin,Yang, Qiwei,Ren, Qilong
, p. 163 - 169 (2018/01/05)
The development of catalyst based on porous crystalline materials (PCM) constructed from metal ions or clusters and multidentate organic ligands is a topic of great interest. In view of the Lewis acidic and basic properties of PCMs, we report for the first time that MIL-101(Cr) works as a synergistic catalyst for the reduction of imines with trichlorosilane as the hydrogen source. Both ketimines and aldimines were tolerated with this protocol, giving the corresponding amines in moderate to high yields. The operational simplicity as well as mild reaction conditions renders this protocol an attractive approach for the synthesis of amines. Furthermore, a chiral MOF, CMIL-101, was also realized by grafting chiral N-formyl proline derivatives to the open metal sites. Moreover, CMIL-101 exhibited a comparable catalytic performance with its homogeneous counterpart in terms of yields and enantioselectivities.
CuI nanoparticles as recyclable heterogeneous catalysts for C-N bond formation reactions
Kumar, Manoranjan,Bhatt, Vinod,Nayal, Onkar S.,Sharma, Sushila,Kumar, Vishal,Thakur, Maheshwar S.,Kumar, Neeraj,Bal, Rajaram,Singh, Bikram,Sharma, Upendra
, p. 2857 - 2864 (2017/07/22)
Herein, copper iodide nanoparticles (NPs) are reported for the reductive amination of carbonyl compounds for the first time. The generated NPs were characterized by TEM, EDX, XRD and XPS analyses. The XRD patterns, XPS, and EDX analysis confirmed that the resulting NPs were CuI instead of Cu. The TEM images of CuI exhibited the size of monodispersed spherical NPs in the range of 4 ± 2 nm. These generated NPs can be used as versatile heterogeneous catalysts for important organic transformations. As a proof of concept, CuI NPs were successfully applied as heterogeneous catalysts for the synthesis of secondary amines, amides and triazoles. CuI NPs can be easily recovered and recycled up to six times.
Cycloadditions, 14. - Intramolecular Diels-Alder Reactions of Allenecarboxanilides; Competition of the Anilino Nucleus with "Benzylic-Bonded" Arenes and Heteroarenes
Schlindwein, Hans-Juergen,Diehl, Klaus,Himbert, Gerhard
, p. 577 - 584 (2007/10/02)
The N-(arylmethyl)- and N-(hetarylmethyl)allenecarboxanilides 6a-c and 6d-f, resp., are synthesized by the ylide route.Heating these allenes furnishes either the tricycles 7a, b and d (Ar = phenyl, 1-naphthyl and 2-thienyl) or the oxatricycles 10a, b by i
