3,4-DI-TERT-BUTYL-1,3,4-OXADIAZOLIDINE - SYNTHESIS AND STRUCTURE

Citation
Rg. Kostyanovsky et al., 3,4-DI-TERT-BUTYL-1,3,4-OXADIAZOLIDINE - SYNTHESIS AND STRUCTURE, Mendeleev communications, (2), 1996, pp. 69-71
Citations number
10
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09599436
Issue
2
Year of publication
1996
Pages
69 - 71
Database
ISI
SICI code
0959-9436(1996):2<69:3-SAS>2.0.ZU;2-F
Abstract
3,4-Di-tert-butyl-1,3,4-oxadiazolidine 1d has been synthesized and for the first time fully characterized; an envelope conformation has been established by X-ray diffraction analysis of 1d in the crystal, and a semi-chair conformation with a trans-diaxial orientation of Bu(t) gro ups determined by NMR spectroscopy in solution and, additionally, by M NDO and ab initio calculations in the gas phase; the lower limit of th e barrier to sterically-hindered nitrogen inversion was evaluated as D elta G double dagger > 22.8 kcal mol(-1) at 130 degrees C.