36532-31-7Relevant academic research and scientific papers
Simple preparations of tricyclic orthoamides and macrocyclic triamines
Kim,Wilson,Haseltine
, p. 3109 - 3114 (2007/10/02)
Hexahydropyrimidopyrimidine 3 is condensed with an alkyl ditosylate 4 at room temperature in DME or toluene. The resulting tricyclic salt is reduced with sodium borohydride to provide orthoamides 6a-c. Acidic hydrolysis of these orthoamides gives the corresponding macrocyclic triamines 8a-c in high yield.
New Synthetic Routes to Macrocyclic Triamines
Alder, Roger W.,Mowlam, Rodney W.,Vachon, David J.,Weisman, Gary R.
, p. 507 - 508 (2007/10/02)
1,5,9-Triazacyclododecane and related macrocyclic triamines can be conveniently constructed around a single carbon atom as a template; this route permits the preparation of selectively alkylated derivatives.
MACROHETEROCYCLES. 15.* SYNTHESIS OF MACROCYCLIC POLYAMINES IN A BIPHASIC SYSTEM
Luk'yanenko, N. G.,Basok, S. S.,Filonova, L. K.,Kulikov, N. V.,Pastushok, V. N.
, p. 346 - 349 (2007/10/02)
Macrocyclic polyamines are conveniently synthesized by condensation of bissulfonamides with ditosylates or dibromides of glycols in the biphasic system toluene(xylene)-aqueous sodium hydroxide.
MACROHETEROCYCES. XXXVI. A CONVENIENT METHOD FOR SYNTHESIS OF DI- AND POLYAZACROWN ETHERS
Luk'yanenko, N.G.,Basok, S.S.,Filonova, L.K.
, p. 1562 - 1571 (2007/10/02)
A method is proposed for the production of di- and polyazacrown ethers by the condensation of bissulfonamides with dibromides or ditosyloxy derivatives in a two-phase aqueous alkali-toluene (benzene) system.The optimum concentration range for the substrate and the alkylating agent is 0.017-0.1 M.The catalytic activity of the quaternary ammonium salts decreases in the order (Bu)4NI > (Bu4)NBr > (Bu4)NCl > (Bu4)NHSO4 > (C2H5)3C6H5CH2NCl >> (Et)4NI > (Et)4NBr.The highest yields of te 12-membered azacrown ethers are obtained in the presence of lithium hyroxide, and the largest yields of the crown ethers with larger ring sizes are obtained in the presence of sodium or potassium hydroxide, and this is probably due to the matrix effects of the cation.
SYNTHESIS AND COPPPER(I) COMPLEXES OF A SERIES OF 9- TO 13-MEMBERED N3 MACROCYCLES
Briellmann, Markus,Kaderli, Susan,Meyer, Charles J.,Zuberbuehler, Andreas D.
, p. 680 - 689 (2007/10/02)
Eight cyclic triamines with ring sizes between 9 and 13 were synthesized by the p-toluenesulfonate method.The open-chain triamines bis(2-aminoethyl)amine (dien) and bis(3-aminopropyl)amine (diprop) were used as starting materials.In some cases, the corresponding dimeric cyclic hexaamines have been isolated and characterized as major by-products.The complexation of Cu(I) by the triamines has been studied potenciometrically in CH3CN/H2O.All ligands L form ternary complexes .The corresponding association constants vary between 1E11 and 1E7, decreasing with increasing ring size.In addition , complexes yLH>(2+), y= 1 or 2, are found as less important species with maximum concentrations of 7 to 50 percent.
