118187-55-6Relevant articles and documents
Synthesis of new multidentate ligands for the coordination of indium(iii), gadolinium(iii) and thorium(iv)
Sun, Yizhen,Martell, Arthur E.,Welch, Michael J.
, p. 8863 - 8868 (1991)
Efficient syntheses are described for five new multidentate ligands containing 3-hydroxy-6-methyl-2-pyridyl donor groups: 4,7,10-tris(3-hydroxy-6-methyl-2-pyridylmethyl)-1-oxa-4,7, 10-triazacyclododecane, 2; 4,10,13-tris(3-hydroxy-6-methyl-2-pyrildylmethy
Synthesis of Chiral Diaza-18-crown-6 Derivatives from Optically Active Diethanolamines
Vries, Erik F. J. de,Steenwinkel, Pablo,Brussee, Johannes,Kruse, Chris G.,Gen, Arne van der
, p. 4315 - 4325 (2007/10/02)
Homotopic 1,10-diaza-18-crown-6 derivatives with two, four, and six chiral centers have been prepared in optically active form from diethanolamines via a cyclization reaction with tosylates 39 and 48.The requisite optically active diethanolamines were prepared from chiral cyanohydrins and chiral ethanolamines by a one-pot Grignard-transimination-reduction or a one-pot reduction-transimination-reduction procedure.Yields were strongly affected by the size of the substituents α to the nitrogen atom.The stereoselectivity of the diethanolamine synthesis was found to depend on the configuration of the ethanolamine used.
Synthesis and Complexation Properties of Suitcase-Shaped Macrotricyclic and Butterfly-Shaped Macrobicyclic Polyether Ligands
An, Haoyun,Bradshaw, Jerald S.,Krakowiak, Krzysztof E.,Zhu, Chengyue,Dalley, N. Kent,Izatt, Reed M.
, p. 4998 - 5005 (2007/10/02)
Ten suitcase-shaped macrotricyclic polyethers (1-10) containing nitrogen and carbon bridgehead atoms have been synthesized.These new cage compounds were prepared by connecting together two hydroxymethyl-substituted or two secondary amine-containing butterfly-shaped macrobicyclic polyethers by means of linear bifunctional connecting groups.Intermediate bis(hydroxymethyl)-substituted butterfly-shaped macrobicyclic polyether 14 was prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediaamine with 5-methylene-3,7-dioxane-1,9-diyl ditosylate to give bislariat 1,4-diaza-13-crown-4 (11) which was cyclized with 3-chloro-2-(chloromethyl)-1-propene followed by hydroboration.Intermediate bissecondary amine-containing butterfly-shaped macrobicyclic polyethers 18 and 19 were prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediamine with 6-tosyl-3,9-dioxa-6-aza-1,11-undecanediyl ditosylate (33) to give N-tosyl-N',N"-bis(2-Hydroxyethyl)triaza-15-crown-5 (12).Lariat crown ether 12 was cyclized with 33 followed by reduction with LiAlH4 to give 18, or with 4-tosyl-4-aza-1,7-heptanediyl ditosylate (36 to give 19.Some of the suitcase-shaped macrotricycles interacted with various cations.One was selective for Pb(2+) ions and another interacted strongly with Hg(2+).A crystal structure for the 13-NaClO4 complex also is reported.