ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Catalytic Carbonylation of Acetone Oxime at Bisoximatodiruthenium Complexes: A Simple Access to Anhydrous Acetonine. Isolation and Molecular Structure of [Ru2(CO)5(Me2CNO)2(Me2CNOH)]In the presence of catalytic amounts of [Ru2(CO)4(Me2CNO)2(Me2CNOH)2] (1), acetone oxime reacts with carbon monoxide to give 2,3,4,5-tetrahydro-2,2,4,4,6-pentamethylpyrimidine (‘acetonine’). CO2, and NH3. The reaction proceeds presumably via carbonylation of Me2C=NOH to the unstable intermediate Me2C=N—OCHO which undergoes decarboxylation to give the corresponding imine Me2C=NH. The final product is assumed to result from the cyclotrimerisation of Me2C=NH with elimination of NH3. Evidence for the intermediacy of the imine comes from the analogous reaction of acetophenone oxime, PhMeC=NOH, which gives the corresponding imine PhMeC=NH as a stable product. The isolation of the complex [Ru2(CO)5(Me2CNO)2(Me2CNOH)] (2) suggests the carbonylation to take place at the bridging oximato ligand of 1.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19910740311
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