Structure determination of N-trimethylsilylated cyclic ureas

We solved the crystal structures of N-trimethylsilylated cyclic ureas with 5- and 6-membered rings. The bond lengths and angles around the silicon atom vary significantly, supporting that the silylating power depends on the pseudo-pentacoordinate character of the tetracoordinate silicon. A simple structure-based number measuring the pseudo-pentacoordinate character of the silicon can be used for predicting reactivity. More recently we solved the structures of N-trimethylsilyl substituted phthalimide derivatives supporting a study on the relation of reactivity of cyclic N-trimethylsilyl carboxamide derivatives.

Roland

Cooperation

Dr. Roland Szalay and Dr. Dezső Kanusz, Department of General and Inorganic Chemistry; Dr. Gábor Pongor, Department of Theoretical Chemistry, Eötvös Loránd University, Budapest; Dr. Zsolt Böcskei, Chinoin Pharmaceuticals, Budapest

Publication

Szalay R, Pongor G, Harmat V, Bocskei Z, Knausz D
Surprisingly great difference in reactivity depending upon the ring size: solvolysis and molecular structure study of some N-trimethylsilylated cyclic ureas
J. Organnomet. Chem. 690: 1498-1506 (2005)
[abstract]

Structures determined (CCDC deposition numbers):

244367, 244368, 244369, 244370, 1525638, 1525622, 1525646