Charles W. Eigenbrot

Crystal and molecular structure of (Nd(tren)/sub 2/(CH/sub 3/CN))(ClO/sub 4/)/sub 3/

The structure of this compound has been investigated in order to evaluate its use as a template in macrocycle synthesis. Crystals suitable for diffraction were obtained by the addition of benzene to a concentration acetonitrile of the complex, (Nd(tren)/sub 2/(CH/sub 3/CN))(ClO/sub 4/)/sub 3/, (tren-N(CH/sub 2/CH/sub 2/NH/sub 2/)/sub 3/. Space groups are Cc and C2/c. The cell parameters were determined with 25 automatically centered reflections with 20 between 27 and 43/sup 0/. They are a = i 5.0442 A, b = 17.7290 A, c = 11.0880 A, and ..beta.. = 95.079 (5)/sup 0/. These data, in conjunction with the measured density (1.71 g cm/sup -3/) yield Z = 4 (d = 1.750 g cm/sup -3/. The initial Patterson map confirmed the noncentric space group Cc. The structure was solved by using heavy-atom techniques. The model refined to weighted and unweighted R factors of 3.19 and 2.94%, respectively. Positional and thermal parameters, and bond distances are tabulated. 4 figures, 4 tables.

Rearrangement of N-hydroxy β-lactams

Abstract A number of 4-carboalkoxy-N-hydroxy-2-azetidinones were converted to various derivatives which were shown to undergo novel rearrangements to substituted acryalamides. Under similar conditions 3,3-dimethyl-4-carboisopropoxy-N-hydroxy-2-azetidinone rearranged to a pyrimidine derivative.

A novel rearrangement of 3-phenylacetamido-1-hydroxyazetidin-2-one

Reaction of 3-phenylacetamido-1-hydroxyazetidin-2-one (3) with methyl dichlorophosphate followed by quenching with water and work-up provided the hydroxyimidazolidinone (4), the structure of which has been determined by X-ray crystallography.