Reaction of uranocenes with nitro compounds
Uranocenes (di-eta/sup 8/-cyclooctatetraeneuranium) are relatively stable to many neutral oxygen-containing organic compounds but react rapidly with aromatic and aliphatic nitro compounds to liberate the cyclooctatetraene ligand in quantitative yield and form azo compounds, often in good yield but in some cases with formation also of the corresponding amines. p-Nitrotoluene reacts more slowly than nitrobenzene. Additional studies of reaction mechanism show that free nitro radical anions or nitrenes do not appear to be involved, but free nitroso compounds are probable intermediates. Azoxy compounds react more slowly with uranocenes and cannot be intermediates in the reactions of nitro compounds. The reaction has few analogies. 67 references, 3 tables.
- Research Organization:
- Univ. of California, Berkeley
- OSTI ID:
- 6786405
- Journal Information:
- J. Am. Chem. Soc.; (United States), Vol. 100:8
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AMINES
CHEMICAL REACTIONS
AZO COMPOUNDS
NITRO COMPOUNDS
ORGANOMETALLIC COMPOUNDS
URANIUM COMPOUNDS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
COMPARATIVE EVALUATIONS
CYCLOALKENES
ISOTOPE EFFECTS
NITROBENZENE
SYNTHESIS
ACTINIDE COMPOUNDS
ALKENES
HYDROCARBONS
KINETICS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
REACTION KINETICS
YIELDS
400702* - Radiochemistry & Nuclear Chemistry- Properties of Radioactive Materials
400301 - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)