Reaction of uranocenes with nitro compounds

Journal Article · Wed Apr 12 04:00:00 EST 1978 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00476a028· OSTI ID:6786405

Grant, C B; Streitwieser, A Jr

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), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 100:8; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400301 -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ACTINIDE COMPOUNDS
ALKENES
AMINES
AZO COMPOUNDS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
COMPARATIVE EVALUATIONS
CYCLOALKENES
HYDROCARBONS
ISOTOPE EFFECTS
KINETICS
NITRO COMPOUNDS
NITROBENZENE
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANOMETALLIC COMPOUNDS
REACTION KINETICS
SYNTHESIS
URANIUM COMPOUNDS
YIELDS