791808-29-2Relevant articles and documents
C2-Symmetric Bicyclic Bisborane Catalysts: Kinetic or Thermodynamic Products of a Reversible Hydroboration of Dienes
Tu, Xian-Shuang,Zeng, Ning-Ning,Li, Ru-Ye,Zhao, Yu-Quan,Xie, De-Zhen,Peng, Qian,Wang, Xiao-Chen
supporting information, p. 15096 - 15100 (2018/10/26)
We prepared a new class of chiral C2-symmetric bicyclic bisborane catalysts by addition reactions of internal dienes with the Piers borane, HB(C6F5)2, and an analogue, HB(p-C6F4H)2. The dependence of the addition pattern on the reaction temperature allowed us to selectively prepare two diastereomeric catalysts from a single diene precursor. The bisboranes prepared in situ exhibited excellent activity (turnover numbers up to 200 at ?40 °C) and enantioselectivity (up to 95 % ee) in imine hydrogenation reactions.
N,N-coordination Rh complex as well as synthesis method and application thereof
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Paragraph 0038; 0039; 0040, (2018/03/28)
The invention belongs to the technical field of synthesis of organic metal compounds and particularly relates to an N,N-coordination Rh complex as well as a synthesis method and an application thereof. Firstly, a ligand is synthesized from methyl 1H-pyrrole-2-carboxylate as an initial raw material and further reacts with Rh(COD)2Cl, and a metal complex with Rh as a central atom is obtained. The synthesis method is simple, the complex as a catalyst can be used for catalyzing a series of reductive amination reactions of derivatives of acetophenone and aniline, and the product yield is good and is 90% or above.
Commercial Supported Gold Nanoparticles Catalyzed Alkyne Hydroamination and Indole Synthesis
Liang, Shengzong,Hammond, Luisa,Xu, Bo,Hammond, Gerald B.
, p. 3313 - 3318 (2016/10/21)
Commercial gold nanoparticles supported on titanium dioxide (TiO2) were found to be a highly efficient catalyst for alkyne hydroamination. Terminal alkynes could easily undergo intermolecular hydroamination with low catalyst loadings (0.2 mol% Au) under solvent-free conditions. Indoles were efficiently synthesized using microwave heating through intramolecular hydroamination. (Figure presented.).
Hydrogenation and Transfer Hydrogenation Promoted by Tethered Ru?S Complexes: From Cooperative Dihydrogen Activation to Hydride Abstraction/Proton Release from Dihydrogen Surrogates
Lefranc, Alice,Qu, Zheng-Wang,Grimme, Stefan,Oestreich, Martin
supporting information, p. 10009 - 10016 (2016/07/19)
Hydrogenation and transfer hydrogenation of imines with cyclohexa-1,4-dienes, as well as with a representative Hantzsch ester dihydrogen surrogate, are reported. Both processes are catalyzed by tethered Ru?S complexes but differ in the activation mode of the dihydrogen source: cooperative activation of the H?H bond at the Ru?S bond leads to the corresponding Ru?H complex and protonation of the sulfur atom, whereas the same cationic Ru?S catalyst abstracts a hydride from a donor-substituted cyclohexa-1,4-diene to form the neutral Ru?H complex and a low-energy Wheland intermediate. A sequence of proton and hydride transfers on the imine substrate then yields an amine. The reaction pathways are analyzed computationally, and the established mechanistic pictures are in agreement with the experimental observations.
Synthesis of Planar Chiral Shvo Catalysts for Asymmetric Transfer Hydrogenation
Dou, Xiaowei,Hayashi, Tamio
supporting information, p. 1054 - 1058 (2016/04/19)
A new type of planar chiral Shvo catalysts, where the chirality is based solely on different substitution flanking the C£O function, was prepared and used for transfer hydrogenation of imines and ketones. The reduction of ketimines represented by N-(1-phe
A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane
Li, Songlei,Li, Gen,Meng, Wei,Du, Haifeng
supporting information, p. 12956 - 12962 (2016/10/13)
Inspired by the zwitterion species generated from the splitting of H2 by frustrated Lewis pairs, we put forward a novel frustrated Lewis pair by the combination of Hδ and Hδ incorporated Lewis acid and base together. Piers
A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC-Fe(0) Complex
Bhunia, Mrinal,Hota, Pradip Kumar,Vijaykumar, Gonela,Adhikari, Debashis,Mandal, Swadhin K.
supporting information, p. 2930 - 2937 (2016/10/06)
A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)4, works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle.
Chiral phosphine-phosphoramidite ligands for highly enantioselective hydrogenation of N-arylimines
Li, Qing,Hou, Chuan-Jin,Liu, Xiao-Ning,Huang, De-Zhi,Liu, Yan-Jun,Yang, Rui-Feng,Hu, Xiang-Ping
, p. 13702 - 13708 (2015/02/19)
The asymmetric hydrogenation of N-arylimines with the chiral phosphine-phosphoramidite ligand, (Sc,Sa)-PEAPhos 2b, has been developed. The results revealed that the presence of the substituents on the 3,3′-positions of the binaphthyl backbone significantly improved the enantioselectivity. The utility of this methodology was demonstrated in the synthesis of the chiral fungicide (R)-metalaxyl. This journal is
Cyclopentadienyl N-heterocyclic carbene-nickel complexes as efficient pre-catalysts for the hydrosilylation of imines
Bheeter, Linus P.,Henrion, Mickael,Chetcuti, Michael J.,Darcel, Christophe,Ritleng, Vincent,Sortais, Jean-Baptiste
, p. 3111 - 3116 (2013/12/04)
The in situ generated nickel hydride complex, [Ni(Mes2NHC)HCp], and its cationic analogue, [Ni(Mes2NHC)(NCMe)Cp](PF6), are efficient and chemoselective pre-catalysts for the hydrosilylation of both aldimines and ketimines under mild conditions. The Royal Society of Chemistry.
Copper-catalyzed reductive amination of aromatic and aliphatic ketones with anilines using environmental-friendly molecular hydrogen
Werkmeister, Svenja,Junge, Kathrin,Beller, Matthias
supporting information, p. 2371 - 2374 (2013/02/21)
A convenient and practical copper-catalyzed reductive amination was discovered. In the presence of easily available and inexpensive Cu(OAc) 2 various ketones react with anilines and molecular hydrogen to give the desired amines in high yields.