69819-61-0Relevant articles and documents
Hydrogen-Bond Catalysis of Imine Exchange in Dynamic Covalent Systems
Schaufelberger, Fredrik,Seigel, Karolina,Ramstr?m, Olof
supporting information, p. 15581 - 15588 (2020/10/02)
The reversibility of imine bonds has been exploited to great effect in the field of dynamic covalent chemistry, with applications such as preparation of functional systems, dynamic materials, molecular machines, and covalent organic frameworks. However, acid catalysis is commonly needed for efficient equilibration of imine mixtures. Herein, it is demonstrated that hydrogen bond donors such as thioureas and squaramides can catalyze the equilibration of dynamic imine systems under unprecedentedly mild conditions. Catalysis occurs in a range of solvents and in the presence of many sensitive additives, showing moderate to good rate accelerations for both imine metathesis and transimination with amines, hydrazines, and hydroxylamines. Furthermore, the catalyst proved simple to immobilize, introducing both reusability and extended control of the equilibration process.
Ruthenium-catalyzed N-alkylation of amines with alcohols under mild conditions using the borrowing hydrogen methodology
Enyong, Arrey B.,Moasser, Bahram
, p. 7553 - 7563 (2014/09/17)
Using a simple amino amide ligand, ruthenium-catalyzed one-pot alkylation of primary and secondary amines with simple alcohols was carried out under a wide range of conditions. Using the alcohol as solvent, alkylation was achieved under mild conditions, even as low as room temperature. Reactions occurred with high conversion and selectivity in many cases. Reactions can also be carried out at high temperatures in organic solvent with high selectivity using stoichiometric amounts of the alcohol.
Reductive Amination of 2-Furaldehyde with Cyclohexylamine over Palladium Catalysts
Klyuev, M. V.,Abdullaev, M. G.,Nasibulin, A. A.
, p. 378 - 379 (2007/10/03)
Reductive amination of 2-furaldehyde with cyclohexylamine over Pd/C, as also over AN-1 and AV-17-8 palladium-containing anion exchangers, under mild conditions (20-60 deg C, H2 at 98-103 kPa, organic solvents) results in formation of N-tetrahydrofurfurylcyclohexylamine in high yield.Metal-polymer catalysts ensure lower reaction rates but higher selectivity than Pd/C.They are also more stable.In all cases the reaction rate is linearly related to the dielectric constants of the solvents.