Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution
Journal of the Chemical Society Perkin Transactions 12001Iss. 17, pp. 2071–2078
Citations Over TimeTop 25% of 2001 papers
Alina Simion, Cristian Simion, Tadeshige Kanda, S. NAGASHIMA, Yoshiharu Mitoma, Tomoko Yamada, Keisuke Mimura, Masashi Tashiro
Abstract
Although it is recognized that the presence of water is disadvantageous for imine synthesis, we demonstrate that such synthesis can be effective in completely aqueous media, without any catalyst and under mild conditions. Thus, aryl-aryl, aryl-alkyl, alkyl-aryl and alkyl-alkyl monoimines as well as a large variety of diimines are obtained by direct condensation of the corresponding carbonyl compounds and amines, in water. The same process is used to synthesize macrocyclic diimines starting from methylene, ethylene, trimethylene and tetramethylene glycol bis(2-formylphenyl ether) and ethylene-, trimethylene- and tetramethylene-diamine, some of these macrocycles being known for their chelating properties.
Related Papers
- → Enantioselective Hydrogenation of Imines Using a Diverse Library of Ruthenium Dichloride(diphosphine)(diamine) Precatalysts(2003)207 cited
- → Chiral N-phosphonyl imine chemistry: asymmetric additions of glycine enolate to diphenyl diamine-based phosphonyl imines(2010)18 cited
- → Ene-diamine versus Imine-amine Isomeric Preferences(2005)16 cited
- → Compounds of amine-imine macrocycles: Syntheses and structures of compounds of aza-macrocycles with amine-β-imine ring segments(2020)3 cited
- → Competitive electron impact induced methylene imine elimination from methyl‐ and dimethylamino N‐heterocycles. 1—substituted melamines(1983)6 cited