Synthesis, X-ray structure and binding properties of molecular clips based on dimethylpropanediurea

Molecular and Supramolecular Objects from Glycoluril

“…Very recently, we have modified the central core of the clips and synthesized new cavities derived from 2,4,6,8-tetraazabicyclo [3,3,1]nonane-3,7-dione. 19 The crystal structure of host 9 revealed that the cavity is very similar to those above, the only difference being that the carbonyl functions are pushed slightly closer together (cf. 5.2 Å for 9 and 5.52 Å for 3c).…”

“…To date, the majority of research carried out on the clip molecules was concerned with systems based on the diphenylglycoluril core. Very recently, we have modified the central core of the clips and synthesized new cavities derived from 2,4,6,8-tetraazabicyclo[3,3,1]nonane-3,7-dione . The crystal structure of host 9 revealed that the cavity is very similar to those above, the only difference being that the carbonyl functions are pushed slightly closer together (cf.…”

Pressocucurbit[5]uril

“…We were inspired by the work of Nolte et al, who used propanediurea in the construction of molecular clips. 9,10 The distance between two oxygen atoms in the propanediurea is about 0.57 Å smaller compared to glycoluril. 11−14 It was reported that this rather small difference in the geometry has a pronounced effect on the affinity of molecular clips toward dihydroxybenzenes.…”

Chiral drugs via the spontaneous resolution

“…5 (b) By a comparative analysis of the crystal properties of Albicar precursors, the advantage of 2 was shown; 5 (b) therefore, its spontaneous resolution into enantiomers was completed using an internal entrainment procedure (the novel method including applying a single crystal as the seed from primary racemic conglomerate; 7 early resolution by mechanical sorting of crystals was described 5(a) ). Among the known methods for the N-alkylation of glycolurils, 4(b), [8][9][10][11] we have selected the simplest one 7 and found conditions to provide quantitative yields of the product.…”