914480-41-4Relevant academic research and scientific papers
Cu2+ and AMP complexation of enlarged tripodal polyamines
Albelda, M. Teresa,Garcia-Espana, Enrique,Jimenez, Hermas R.,Llinares, Jose M.,Soriano, Conxa,Sornosa-Ten, Alejandra,Verdejo, Begona
, p. 4474 - 4481 (2007/10/03)
The synthesis, characterization, Cu2+ coordination and interaction with AMP of three tripodal polyamines are reported. The polyamines are based on the structure of the tetraamine (tren) which has been enlarged with three propylamino functionali
A highly efficient, preorganized macrobicyclic receptor for halides based on CH... and NH...anion interactions
Ilioudis, Christos A.,Tocher, Derek A.,Steed, Jonathan W.
, p. 12395 - 12402 (2007/10/03)
The preorganized, macrobicyclic azaphane (1) exhibits remarkable strong, selective fluoride binding comparable to the most effective bis(tren) cryptands despite binding anions via only three NH groups coupled with three CH hydrogen bond donors. The lower intrinsic affinity of CH donors is compensated by the high degree of preorganization exhibited by azacyclophane 1. Compound 1 is prepared via a tripod-tripod cyclization reaction between 1,3,5-tris- bromomethyl-benzene and an aliphatic tripodal hexatosylated polyamine, followed by the reduction of the resulting bicyclic tosylamine. The crystal structures of the bicyclic tosylamine 2 and four macrobicyclic polyammonium halide salts of 1 are reported. X-ray studies revealed the formation of inclusive 1:1 complexes of 1 with fluoride, chloride, bromide, and iodide. Potentiometric titrations showed very high binding constants for fluoride and chloride with a F -/Cl- selectivity of more than five logarithmic units. The final geometry of the anion cryptates is largely determined by optimization of NH and CH...anion interactions coupled with unfavorable anion-π repulsion for the larger anions.
