616895-35-3Relevant academic research and scientific papers
Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism
Huang, Lin,Bismuto, Alessandro,Rath, Simon A.,Trapp, Nils,Morandi, Bill
supporting information, p. 7290 - 7296 (2021/03/01)
The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chemical synthesis. Here, we report a conceptually novel strategy for the catalytic, intermolecular dehydrogenation of alkanes using a ruthenium catalyst. The combination of a redox-active ligand and a sterically hindered aryl radical intermediate has unleashed this novel strategy. Importantly, mechanistic investigations have been performed to provide a conceptual framework for the further development of this new catalytic dehydrogenation system.
Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines
Tran, Cong Chi,Kawaguchi, Shin-Ichi,Kobiki, Yohsuke,Matsubara, Hitomi,Tran, Dat Phuc,Kodama, Shintaro,Nomoto, Akihiro,Ogawa, Akiya
, p. 11741 - 11751 (2019/10/02)
Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)2 or Pd(PPh3)4 to afford imines and/or α-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas α-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/α-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or α-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.
1,2-diaryl ethylenediamine compound preparation method
-
Paragraph 0033; 0034, (2017/02/28)
The invention discloses a 1,2-diaryl ethylenediamine compound preparation method, which comprises: (1) under the catalysis of B(C6F5)3, by adopting H2 as a reduction agent, carrying out a reduction reaction on a compound represented by a formula II to obtain a compound (1,2-diaryl ethylenediamine compound) represented by a formula I, wherein Ar1 and Ar2 in the formulas I and II are phenyl or substituted phenyl, the substituting position of the substituting group is any one or any two selected from ortho, meta and para in the substituted phenyl, and the substituting group is methyl, methoxy, fluorine atom or bromine atom. According to the present invention, B(C6F5)3 is adopted as the catalyst and the 1,2-diaryldiimine is adopted as the substrate to synthesize the 1,2-diaryl ethylenediamine compound in the high-yield and high-diastereoselectivity (dr is more than 99:1) manner; and the method has characteristics of easily available raw materials, mild reaction conditions, high reaction activity, wide substrate application range, and great industrial potential.
A Highly Stereoselective Metal-Free Hydrogenation of Diimines for the Synthesis of Cis -Vicinal Diamines
Zhu, Xiaxia,Du, Haifeng
supporting information, p. 3106 - 3109 (2015/06/30)
A highly stereoselective metal-free hydrogenation of vicinal diimines has been successfully realized for the first time using 5-10 mol % of Piers borane as a catalyst under mild conditions, and a variety of cis-1,2-diamines were obtained in 92-99% yields.
Electronically tunable N-heterocyclic carbene ligands: 1,3-diaryl vs. 4,5-diaryl substitution
Ogle, James W.,Miller, Stephen A.
scheme or table, p. 5728 - 5730 (2010/01/31)
The catalytic activity of iridium-mediated transfer hydrogenation is readily tuned by electronic variation of the ligated tetraaryl-N-heterocyclic carbene and the installation of electron donating groups on the N-aryl substituents is more important than o
Synthesis of electronically diverse tetraarylimidazolylidene carbenes via catalytic aldimine coupling
Ogle, James W.,Zhang, Jubo,Reibenspies, Joseph H.,Abboud, Khalil A.,Miller, Stephen A.
supporting information; experimental part, p. 3677 - 3680 (2009/07/01)
(Chemical Equation Presented) A new method for synthesizing symmetrical N-heterocyclic imidazolium salts is described. Catalytic coupling of aldimines with cyanide followed by oxidation gives α-diketimines, which can then be cyclized with formaldehyde in
