6709-45-1Relevant academic research and scientific papers
Heterogeneous Ru/TiO2for hydroaminomethylation of olefins: multicomponent synthesis of amines
An, Jinghua,Gao, Zhuyan,Wang, Yehong,Zhang, Zhixin,Zhang, Jian,Li, Lu,Tang, Bo,Wang, Feng
supporting information, p. 2722 - 2728 (2021/04/21)
Synthesizing aminesviathe hydroaminomethylation (HAM) reaction of olefins, a multicomponent reaction, has been regarded as one of the most attractive methods compared with the traditional methods considering the atom economy and environmental friendliness. However, the use of homogeneous catalysts, complex ligands containing diphosphine or nitrogen, and base or acid additives has severely hampered the utilization of these methods. Herein, an efficient heterogeneous Ru/TiO2-catalyzed HAM reaction of olefins is developed without any additives. Various amines, including secondary and tertiary amines, can be successfully obtained from olefins including aromatic and aliphatic olefins. Systematic studies demonstrate the lower electron density of Ruδ+and the higher number of acid sites of Ru/TiO2, leading to the high HAM reaction activity of olefins. Most importantly, nitrobenzene derivatives can also be transformed to the corresponding products over Ru/TiO2in excellent yields.
Easy Access to Versatile Catalytic Systems for C?H Activation and Reductive Amination Based on Tetrahydrofluorenyl Rhodium(III) Complexes
Kharitonov, Vladimir B.,Runikhina, Sofiya A.,Nelyubina, Yulia V.,Muratov, Dmitry V.,Chusov, Denis,Loginov, Dmitry A.
supporting information, p. 10903 - 10912 (2021/06/28)
On the basis of the 1,2,3,4-tetrahydrofluorenyl ligand, a simple approach was developed to new effective rhodium catalysts for the construction of C?C and C?N bonds. The halide compounds [(η5-tetrahydrofluorenyl)RhX2]2 (2
NEW METHOD FOR THE SYNTHESIS OF UNSYMMETRICAL TERTIARY AMINES
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Page/Page column 0089, (2020/08/25)
Disclosed is a new method for the synthesis of unsymmetrical tertiary amines using alcohol and an imine, and to new tertiary amines.
Tris(pyrazolyl)borate rhodium complexes. Application for reductive amination and esterification of aldehydes in the presence of carbon monoxide
Kharitonov, Vladimir B.,Ostrovskii, Vladimir S.,Nelyubina, Yulia V.,Muratov, Dmitry V.,Chusov, Denis,Loginov, Dmitry A.
, (2020/09/09)
The halide complexes TpRhCl2(MeOH) and TpMe2RhI2(CO) (Tp = hydrotris-(pyrazolyl)borate; TpMe2 = hydrotris-(3,5-dimethylpyrazolyl)borate) were synthesized by reactions of RhCl3 with K[Tp] in methanol and TpMe2Rh(CO)2 with iodine, respectively. Reactions of TpMe2RhCl2(MeOH) and TpMe2RhI2(CO) with 1,10-phenanthroline afford the phenanthroline derivatives [TpMe2Rh(phen)X]+ (X = Cl, I). The structures of TpRhCl2(MeOH) and TpRhI2(CO) were determined by X-ray diffraction. Tris(pyrazolyl)borate rhodium complexes effectively catalyze the reductive amination and the reductive esterification of aldehydes in the presence of carbon monoxide.
Cobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids
Emayavaramban, Balakumar,Chakraborty, Priyanka,Sundararaju, Basker
, p. 3089 - 3093 (2018/12/11)
Direct reductive alkylation of amines with carboxylic acid is carried out by using an inexpensive, air-stable cobalt/triphos catalytic system with molecular hydrogen as the reductant. This efficient synthetic method proceeds through reduction and condensation, followed by reduction of the in situ-generated imine into the amine in a green catalytic process.
Iron-Catalyzed Regioselective α-C-H Alkylation of N-Methylanilines: Cross-Dehydrogenative Coupling between Unactivated C(sp3)-H and C(sp3)-H Bonds via a Radical Process
Li, Ze-Lin,Sun, Kang-Kang,Wu, Peng-Yu,Cai, Chun
, p. 6830 - 6839 (2019/06/14)
The iron-catalyzed α-C-H alkylation of N-methylanilines without any directing group by cross-dehydrogenative coupling between unactivated C(sp3)-H and C(sp3)-H bonds has been established for the first time, which provides a good complement to C(sp3)-H activation reactions and expands the field of Fe-catalyzed C-H functionalizations. Many different C(sp3)-H bonds in cyclic alkanes, cyclic ethers, and toluene derivatives can be used as coupling partners. Mechanistic investigations including the radical reaction process, the main role of various reagents, and the kinetic isotope effect experiment were also described.
Planar-Chiral [2.2]Paracyclophane-Based Pyridonates as Ligands for Tantalum-Catalyzed Hydroaminoalkylation
Braun, Carolin,Nieger, Martin,Br?se, Stefan,Schafer, Laurel L.
, p. 5264 - 5268 (2019/05/21)
By using planar chiral [2.2]paracyclophane-containing N,O-chelating ligands for tantalum-catalyzed hydroaminoalkylation, one of the most versatile catalytic systems for this reaction to date was obtained. Convenient Csp3?Csp3 bond fo
Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination
Kharitonov, Vladimir B.,Podyacheva, Evgeniya,Nelyubina, Yulia V.,Muratov, Dmitry V.,Peregudov, Alexander S.,Denisov, Gleb,Chusov, Denis,Loginov, Dmitry A.
supporting information, p. 3151 - 3158 (2019/08/26)
The η6-fluorene cyclopentadienyl complexes [(η5-C5R5)M(η6-fluorene)](SbF6)2 (1: M = Co, R = Me; 2a: M = Rh, R = H; 2b: M = Ir, R = H) were synthesized by the iodide abstraction f
Efficient Synthesis of Amines by Iron-Catalyzed C=N Transfer Hydrogenation and C=O Reductive Amination
Facchini, Sofia Vailati,Cettolin, Mattia,Bai, Xishan,Casamassima, Giuseppe,Pignataro, Luca,Gennari, Cesare,Piarulli, Umberto
supporting information, p. 1054 - 1059 (2018/01/27)
Here we report the catalytic transfer hydrogenation (CTH) of non-activated imines promoted by a Fe-catalyst in the absence of Lewis acid co-catalysts. Use of the (cyclopentadienone)iron complex 1, which is much more active than the classical ‘Kn?lker complex’ 2, allowed to reduce a number of N-aryl and N-alkyl imines in very good yields using iPrOH as hydrogen source. The reaction proceeds with relatively low catalyst loading (0.5–2 mol%) and, remarkably, its scope includes also ketimines, whose reduction with a Fe-complex as the only catalyst has little precedents. Based on this methodology, we developed a one-pot CTH protocol for the reductive amination of aldehydes/ketones, which provides access to secondary amines in high yield without the need to isolate imine intermediates. (Figure presented.).
