134448-29-6Relevant articles and documents
Isomeric trimethylene and ethylene pendant-armed cross-bridged tetraazamacrocycles and in vitro/in vivo comparisions of their copper(II) complexes
Odendaal, Antoinette Y.,Fiamengo, Ashley L.,Ferdani, Riccardo,Wadas, Thaddeus J.,Hill, Daniel C.,Peng, Yijie,Heroux, Katie J.,Golen, James A.,Rheingold, Arnold L.,Anderson, Carolyn J.,Weisman, Gary R.,Wong, Edward H.
experimental part, p. 3078 - 3086 (2011/05/09)
Ethylene cross-bridged tetraamine macrocycles are useful chelators in coordination, catalytic, medicinal, and radiopharmaceutical chemistry. Springborg and co-workers developed trimethylene cross-bridged analogues, although their pendant-armed derivatives
1,4-Bis-(4-toluenesulphonyl)-1,4,7,10-tetraazacyclododecane from the direct tosylation of 1,4,7,10-tetraazacyclododecane
Hill, Jonathan P.,Anson, Christopher E.,Powell, Annie K.
, p. 7301 - 7302 (2007/10/03)
The reaction between 1,4,7,10-tetraazacyclododecane and 4-toluenesulphonyl chloride in triethylamine/chloroform yields both the disubstituted isomers of bis-(4-toluenesulphonyl)-1,4,7,10-tetraazacyclododecane. This has been confirmed by 1H NMR
Synthesis and Crystal Structure of a Small Bicyclic Tetraaza Proton Sponge, 1,4,7,10-Tetraazabicyclopentadecane Dibromide Perchlorate
Springborg, Johan,Kofod, Pauli,Olsen, Carl Erik,Toftlund, Hans,Soetofte, Inger
, p. 547 - 554 (2007/10/02)
The bicyclic tetraamine 1,4,7,10-tetraazabicyclopentadecane (L1) has been synthesized by the reaction of the ditosylate of cyclen with the ditosylate of 1,3-propanediol followed by removal of the tosyl groups.The amine isolated as the trihydrobromide, L1*3HBr, in an overall yield of 23percent (based upon cyclen).The structure of L1*2HBr*HClO4 has been solved by X-ray diffraction techniques at T=120 K; Mr=474.6, orthorhombic, Pnma, a=17.583(4), b=8.664(3), c=11.707(3) Angstroem, Z=4, Dx=1.77 g cm-3, MoKα=0.71073 Angstroem, μ=46.7 cm-1, F(000)=960.R(F)=0.0471 for 1815 reflections with I>2?(I) and wR(F2)=0.0803 for all 2761 unique reflections.The H3L13+ cation exhibits a mirror plane, the secondary nitrogen atoms and a carbon atom lying in the plane.The distance between the tertiary nitrogen atoms is 2.567(4) Angstroem, with one of the acidic hydrogen atoms situated midway between the two nitrogens.The distance between the two secondary nitrogen atoms is 5.194(7) Angstroem, giving rise to a rather elongated conformation of the cyclen ring.The free base L1 behaves as a proton sponge, being a stronger base than hydroxide in water.The concentration protonation constants were determined by potentiometric measurements, which combined with 13C NMR studies gave pK1>15, pK2=7.242(8), pK3=3.202(7) and pK42v symmetry in solution.