Reactivity of carbanions. XXII. Reactions of alkali-metal salts of CH acids with 9-acetyl-9-cyanofluorene

Journal Article · Thu Jul 10 00:00:00 EDT 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6136879

Solov'yanov, A A; Gulyukina, N S; Beletskaya, I P; Reutov, O A

The reactions of the lithium and cesium derivatives of 9-methyl-, 9-benzyl-, 9-phenyl-, and 9-methoxycarbonylfluorene, 1,3-diphenylindene, and fluoradene with 9-acetyl-9-cyanofluorene in 1,2-dimethoxyethane take place by a mechanism of nucleophilic substitution at the carbonyl group and lead to the formation of the products from acylation of the carbanions and the corresponding alkali-metal salts of 9-cyanofluorene. If there is a small difference between the pKa value of the CH acid conjugate with the carbanion reagent and the pKa value of 9-cyanofluorene, it is possible to measure the equilibrium constant of the reaction.

• Research Organization: M.V. Lomonosov Moscow State Univ., USSR
• OSTI ID: 6136879
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:2; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACYLATION
ALKALI METAL COMPLEXES
ALKALI METAL COMPOUNDS
ANIONS
AROMATICS
CARBANIONS
CESIUM COMPLEXES
CESIUM COMPOUNDS
CHARGED PARTICLES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
COMPLEXES
COMPLEXOMETRY
CONDENSED AROMATICS
DISSOCIATION
ENERGY
EQUILIBRIUM
FLUORENE
FREE ENERGY
HYDROCARBONS
IONS
KINETICS
LITHIUM COMPLEXES
LITHIUM COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHYSICAL PROPERTIES
REACTION KINETICS
SALTS
SPECTRA
SPECTROPHOTOMETRY
STRUCTURAL CHEMICAL ANALYSIS
THERMODYNAMIC PROPERTIES
ULTRAVIOLET SPECTRA