100190-98-5

Upstream product

• 26549-65-5 N,N,N',N'-tetramethyl L-tartramide 
• 100190-94-1 (2R,3R)-N,N,N',N'-tetramethyl-2,3-bis<2-(tetrahydropyranyloxy)ethoxy>succinamide 
• 100190-95-2 (2R,3R)-N,N,N',N'-Tetramethyl-2,3-bis(2-hydroxyethyl)succinamide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 130190-56-6 (2R,3R,11R,12R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3,11,12-tetracarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate) 
• 130190-54-4 (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate) 
• 130190-52-2 (2R,3R,11R,12R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3,11,12-tetracarboxylic acid bis(hydrogen toluenesulfonate) 
• 130190-50-0 (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid bis(hydrogen toluenesulfonate) 
• 130190-48-6 (2R,3R,11R,12R)-1,4,10,13-tetraoxa-7,16-ditosylazacyclooctadecane-2,3,11,12-tetracarboxylic acid 
• 130190-45-3 (2R,3R)-N,N,N',N'-Tetramethyl-1,4,10,13-tetraoxa-7,16-ditosylazacyclooctadecane-2,3-dicarboxamide 
• 130190-44-2 (2R,3R,11R,12R)-N,N,N',N',N'',N'',N''',N'''-Octamethyl-1,4,10,13-tetraoxa-7,16-ditosylazacyclooctadecane-2,3,11,12-tetracarboxamide 

Relevant academic research and scientific papers

Polycarboxylate diaza crown ethers derived from R,R-(+)-tartaric acid: synthesis and complexation of metal ions

The synthesis and complexation properties of polycarboxylate diaza crown ethers based on R,R-(+)-tartaric acid are described.Cesium carbonate mediated macrocyclization of a bis-tosylamide precursor with a bis-tosylate precursor provided the protected crown ethers.Photochemical deprotection of the tosylamides and hydrolysis of the carboxamides yielded dicarboxylic and tetracarboxylic acid derivatives of 1,10-diaza-18-crown-6.N-Methylenecarboxylate (N-acetate) derivatives were prepared by N-alkylation with bromoacetic acid.The synthetic and purification procedures developed provide samples of the ligands in a metal-free form.Acidity and stability constants for complexation of alkali metal, alkaline earth, late- and post-transition metal cations were determined by potentiometric titration.The ligands form complexes which show enhancement of stability by charge-charge and chelate interaction with the carboxylates.In comparison with crown ether polycarboxylates these aza crown ethers showed a selectivity for softer metal ions relative to alkali and alkaline earth metal ions.N-Methylenecarboxylate chelate ligands were found to bind almost all types of metal ions, due to a highly co-operative array of charge-charge, chelate and crown ether interactions.