934198-62-6Relevant articles and documents
Structure, stability and guest affinity of tris(3-ureidobenzyl)amine capsules in solution
Alajarin, Mateo,Pastor, Aurella,Orenes, Raul-Angel,Martinez-Viviente, Eloisa,Rueegger, Heinz,Pregosin, Paul S.
, p. 1559 - 1569 (2007)
In non-competitive solvents, the tris(3-ureidobenzyl)amines 1a-c form dimeric assemblies in which guests such as CH3CN, CH 3NO2, CH2Cl3, CH3I, CH2BrCl, CH2Br2, CHCl3 and C 6H6 can be encapsulated. Variable temperature 1 and 1H,1H-ROESY NMR spectroscopy, as well as pulsed-gradient spin-echo (PGSE) diffusion measurements were used to in-ivestigate the encapsulation within 1a·1a (1a: tris{3-[N′-(4- butylphenyl)-ureido]benzyl}amine). Kinetic parameters for the encapsulation of CH3NO2, CH2Cl2 and CH3I, both in CDCl3 and in [D8]toluene have been obtained by using magnetisation transfer methods. These data are discussed together with the thermodynamic parameters. The affinity between guest and capsule seems to be dictated mainly by the electronic, size and shape complementarity between cavity and guest. A gating mechanism for guest exchange is proposed.
Dimeric self-assembling capsules derived from the highly flexible tribenzylamine skeleton
Alajarin, Mateo,Pastor, Aurelia,Orenes, Raul-Angel,Steed, Jonathan W.
, p. 7091 - 7095 (2007/10/03)
Tris(m-ureidobenzyl)amines dimerize both in solid state and in solution to give molecular capsules which are able to encapsulate small molecules. The self-assembly was confirmed by crystal X-ray analysis and NMR spectroscopy. The X-ray structure showed the encapsulation of one molecule of CH2Cl2. This new type of capsules presents a propeller-like topology and a belt of six hydrogenbonded ureas. Encapsulation studies in solution and heterodimerization processes are also disclosed.