90032-83-0Relevant articles and documents
Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp3)?H Activation
Zakrzewski, Jacek,Smalley, Adam P.,Kabeshov, Mikhail A.,Gaunt, Matthew J.,Lapkin, Alexei A.
, p. 8878 - 8883 (2016)
A continuous-flow synthesis of aziridines by palladium-catalyzed C(sp3)?H activation is described. The new flow reaction could be combined with an aziridine-ring-opening reaction to give highly functionalized aliphatic amines through a consecutive process. A predictive mechanistic model was developed and used to design the C?H activation flow process and illustrates an approach towards first-principles design based on novel catalytic reactions.
Mechanistic Insights into the Palladium-Catalyzed Aziridination of Aliphatic Amines by C-H Activation
Smalley, Adam P.,Gaunt, Matthew J.
, p. 10632 - 10641 (2015)
Detailed kinetic studies and computational investigations have been performed to elucidate the mechanism of a palladium-catalyzed C-H activation aziridination. A theoretical rate law has been derived that matches with experimental observations and has led
Efficient selective oxidation of alcohols to aldehydes catalyzed by a morpholinone nitroxide
Dong, Zhenhua,Gao, Pengwei,Xiao, Yongmei
, p. 3380 - 3388 (2019/11/05)
Efficient chemoselective oxidation of primary alcohols to the corresponding aldehydes is described. The transformation is promoted by a catalytic morpholinone nitroxide radical catalyst which can be easily synthesized. A broad range of substrates includin
Ligand-Enabled Catalytic C-H Arylation of Aliphatic Amines by a Four-Membered-Ring Cyclopalladation Pathway
He, Chuan,Gaunt, Matthew J.
supporting information, p. 15840 - 15844 (2016/01/29)
A palladium-catalyzed C-H arylation of aliphatic amines with arylboronic esters is described, proceeding through a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential C-H activation reactions. Four corners: A palladium-catalyzed C-H arylation of aliphatic amines with arylboronic esters is described to proceed by a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential C-H activation reactions.
Highly active metal-free catalysts for hydrogenation of unsaturated nitrogen-containing compounds
Sumerin, Victor,Chernichenko, Konstantin,Nieger, Martin,Leskelae, Markku,Rieger, Bernhard,Repo, Timo
scheme or table, p. 2093 - 2110 (2011/11/06)
New highly active ansa-ammonium borate catalysts for the direct metal-free hydrogenation of imines were prepared by tuning of the basicity and steric bulkiness of their amine moieties. The highest catalytic activity among previously reported organocatalytic systems was shown for a wide range of nitrogen-containing substrates. The first example of asymmetric imine hydrogenation based on the ansa-ammonium borate concept was demonstrated. Furthermore, effective catalyst recovery by extraction of the acidic solution with an organic solvent followed by dehydration with TMSBr was elaborated. The initial findings highlight the development of more effective chiral ansa-ammonium borates for enantioselective hydrogenation. Therefore, the progress achieved in the ansa-ammonium borate concept makes it very promising for further elaboration with the aim to obtain industrially applicable catalysts. Copyright
