175692-56-5Relevant academic research and scientific papers
Why Does the Intramolecular Trimethylene-Bridged Frustrated Lewis Pair Mes2PCH2CH2CH2B(C6F5)2 Not Activate Dihydrogen?
?zgün, Thomas,Ye, Ke-Yin,Daniliuc, Constantin G.,Wibbeling, Birgit,Liu, Lei,Grimme, Stefan,Kehr, Gerald,Erker, Gerhard
, p. 5988 - 5995 (2016)
The methyl labelled C3-bridged frustrated phosphane borane Lewis pair (P/B FLP) 2 b was prepared by treatment of Mes2PCl with a methallyl Grignard reagent followed by anti-Markovnikov hydroboration with Piers' borane [HB(C6/sub
EPR and ENDOR Study of Chiral Nitroxides
Stegmann, Hartmut B.,Schaber, Frank-Martin,Schuler, Paul,Scheffler, Klaus
, p. 887 - 891 (1989)
Racemic and achiral alkyl aryl nitroxides were examined at various temperatures.The restricted rotation of the aminoxyl substituents was indicated both by the β-proton coupling constants and by the inequivalence of the aromatic ortho protons.These results
A new pathway for hydroamination. Mechanism of palladium-catalyzed addition of anilines to vinylarenes
Nettekoven, Ulrike,Hartwig, John F.
, p. 1166 - 1167 (2002)
The mechanism of the hydroamination of vinylarenes with anilines catalyzed by phosphine-ligated palladium triflates was uncovered. η3-Arylethyl diphosphine palladium triflate complexes, which result from migratory insertion of vinylarene into a
Iron-catalysed hydroboration of non-activated imines and nitriles: Kinetic and mechanistic studies
Bazkiaei, Adineh Rezaei,Wiseman, Michael,Findlater, Michael
, p. 15284 - 15289 (2021/05/19)
Iron-catalysed hydroboration of imines and nitriles has been developed under low catalyst loading (1 mol%) in the presence of HBpin. A wide scope of substrate was found to smoothly undergo hydroboration, including electron releasing/withdrawing and haloge
Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones
Kathuria, Lakshay,Samuelson, Ashoka G.
, (2020/06/17)
Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.
Lithium bromide: an inexpensive and efficient catalyst for imine hydroboration with pinacolborane at room temperature
An, Duk Keun,Hwang, Hyonseok,Kim, Hanbi,Kim, Hyun Tae,Lee, Ji Hye
, p. 34421 - 34427 (2020/10/12)
An efficient protocol for the hydroboration of imines is reported. Lithium halide salts are effective catalysts to convert aldimines and ketimines to their corresponding amines. Here, we report excellent isolated yield of secondary amines (>95%) using 3 mol% lithium bromide in THF at room temperature. In addition, DFT calculations for a plausible reaction pathway are reported.
B(C6F5)3-catalyzed transfer hydrogenations of imines with Hantzsch esters
Wang, Qiaotian,Chen, Jingjing,Feng, Xiangqing,Du, Haifeng
supporting information, p. 1448 - 1451 (2018/03/08)
Highly efficient transfer hydrogenations of imines were realized with as low as 0.1 mol% of B(C6F5)3 by using Hantzsch esters as a hydrogen source, furnishing a variety of amines in 80-99% yields. For the asymmetric transf
Cyclometalated Half-Sandwich Iridium Complex for Catalytic Hydrogenation of Imines and Quinolines
Yao, Zi-Jian,Lin, Nan,Qiao, Xin-Chao,Zhu, Jing-Wei,Deng, Wei
, p. 3883 - 3892 (2018/11/24)
Several C,N-chelate cyclometalated half-sandwich iridium-based catalysts for imines and quinoline derivatives reduction have been prepared through metal-mediated C-H bond activation based on benzothiazole ligands. These iridium complexes exhibited high catalytic activity for hydrogenation of various types of imines with high yields. The most active catalyst was obtained from methoxyl substituted complex 2, showing the catalytic TOF value of 975 h-1 for the reduction of imine 6a. Additionally, these half-sandwich complexes also showed high efficiency for the catalytic hydrogenation of N-heterocyclic quinoline derivatives. Good catalytic activity was displayed for various kinds of substrates with either electron-donating or electron-withdrawing groups. Complexes 1-5 were fully characterized by NMR, IR, and elemental analysis. Molecular structures of complexes 1 and 4 were further confirmed by X-ray diffraction analysis.
Phosphine ligand compounds based on tetramethylspirobiindane skeleton, intermediate of compounds, and preparation method and application of compounds
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Paragraph 0172; 0174; 0175; 0176; 0177, (2018/11/03)
The invention discloses phosphine ligand compounds based on a tetramethylspirobiindane skeleton, an intermediate of the compounds, and a preparation method and application of the compounds. The phosphine ligand compounds are compounds having a structure r
BArF3-Catalyzed Imine Hydroboration with Pinacolborane Not Requiring the Assistance of an Additional Lewis Base
Yin, Qin,Soltani, Yashar,Melen, Rebecca L.,Oestreich, Martin
, p. 2381 - 2384 (2017/07/17)
The rarely used boron Lewis acid tris[3,5-bis(trifluoromethyl)phenyl]borane (BArF3) is found to be an excellent catalyst for metal-free hydroboration of imines. In the presence of 1.0 mol % of BArF3, several ketimines and aldimines undergo hydroboration with pinacolborane (HBpin) at room temperature without the aid of an external Lewis base. BArF3 is more reactive than other Lewis acidic boranes, including the often-used tris(pentafluorophenyl)borane (B(C6F5)3). The steric hindrance imparted by the six fluorine atoms ortho to the boron center in B(C6F5)3 accounts for this. Mechanistic control experiments indicate conventional Lewis acid catalysis involving imine activation and hydride transfer from HBpin.
