1555-62-0Relevant articles and documents
Aza-macrocycles bearing lipophilic functions. Their synthesis and selective lithium complexation
Bencini, Andrea,Fusi, Vieri,Giorgi, Claudia,Micheloni, Mauro,Nardi, Nicoletta,Valtancoli, Barbara
, p. 2297 - 2302 (1996)
The synthesis of the novel macrobicyclic ligands 44,9-dimethyl-4 1,4,7,9-tetraaza-l(1,4)-benzena-4(1,7)-cyclododecanacyclohexaphane (L2) and 5-dodecyl-12,17-dimethyl-1,5,9,12,17-pentaazabicyclo[7.5.5]nonadecane (L3) is reported. The protonation constants of L2, together with those of the macrobicycles L4 and L5, have been potentiometrically determined both in water and in water-DMSO mixture (80:20, v/v, NaCl 0.15 mol dm-3, 298.1 K). Coordination of Li+ by these macrobicycles has been studied by means of 13C and 7Li NMR techniques. All ligands bind Li+ in aqueous solution, while the other alkali metal ions are not complexed. Lithium complexation is achieved through the encapsulation of the metal ion into the cavity of the macrobicycle. The remarkable selectivity is due to the small dimension of the macrobicyclic cavity, in which only Li+ can be lodged. The stability constants of the lithium complexes have been determined in water and in water-DMSO mixture (80:20, v/v, NaCl 0.15 mol dm-3, 298.1 K) by means of potentiometric measurements.
Preparation of N-alkylbis(3-aminopropyl)amines by the catalytic hydrogenation of N-alkylbis(cyanoethyl)amines
Denton, Travis T.,Joyce, Abigail S.,Kiely, Donald E.
, p. 4997 - 5000 (2008/02/05)
(Chemical Equation Presented) An improved process for the preparation of N-alkylbis(3-aminopropyl)amines is described. These triamines are of interest as monomers for the condensation polymerization with esterified carbohydrate diacids (aldaric acids) to generate the corresponding poly(4-alkyl-4- azaheptamethylene aldaramides). The triamine synthesis is comprised of two efficient steps and requires no chromatographic purification. Bisconjugate addition of alkylamines to acrylonitrile followed by catalytic hydrogenation of the N-alkylbis(cyanoethyl)amines over Raney nickel yields the target N-alkylbis(3-aminopropyl)amines. Much less solvent was used in the bisconjugate addition step then previously reported, and in the second step, a relatively low-pressure catalytic hydrogenation (50 psi of hydrogen) was employed using Raney nickel as the catalyst in a 7 N methanolic ammonia solvent system to afford the N-alkylbis(3-aminopropyl)amines of high purity in nearly quantitative yield.