Bromination of pentacyclo(6. 3. 0. 0/sup 2,6/. 0/sup 3,10/. 0/sup 5,9/)undecane
Previously described methods for the production of derivatives of pentacyclo(6.3.0.0/sup 2,6/.0/sup 3,10/.0/sup 5,9/)undecane (I) (symmetrical trishomocubane) are based on the isomerization of the carbon skeleton in substituted pentacyclo(5.4.0.0/sup 2,6/.0/sup 3,10/.0/sup 5,9/)undecanes by the action of electrophilic reagents. The authors studied the possibility of the direct introduction of a bromine atom into the framework of the hydrogen (I). It was found that trisubane (I), unlike adamantane, does not react with bromine even after prolonged boiling. However, if catalytic amounts of aluminum chloride or bromide are added to the reaction mixture at 20/degree/C, hydrogen bromide is released and 1-bromotrishomocubane (II) is formed. The structure of the bromide (II) was demonstrated.
- Research Organization:
- Institute of Organic Chemistry, Kiev (USSR)
- OSTI ID:
- 5971049
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:10; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALKANES
ALUMINIUM BROMIDES
ALUMINIUM CHLORIDES
ALUMINIUM COMPOUNDS
BINDING ENERGY
BROMIDES
BROMINATED ALIPHATIC HYDROCARBONS
BROMINATION
BROMINE COMPOUNDS
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
CYCLOALKANES
ELECTRONS
ELEMENTARY PARTICLES
ENERGY
FERMIONS
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HYDROBROMIC ACID
HYDROCARBONS
HYDROGEN COMPOUNDS
INORGANIC ACIDS
LEPTONS
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
SYNTHESIS
VALENCE
YIELDS