Synthesis of. beta. -bromoselenonium salts

Journal Article · Sat Oct 10 00:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7076379

Magdesieva, N M; Gordeev, M F

The addition of diorganoselenium dihalides at a double bond was studied for the case of acyclic, cyclic, and framework olefins. The electrophilic addition of tetramethyleneselenium dibromide to olefins takes place stereospecifically in accordance with the Markovnikov rule and leads to the formation of tetramethylene(1-bromo-2-alkyl)selenonium bromides. In the reaction of the dibromide with norbornadiene the authors obtained a 3:1 mixture of two salts which was isolated as a mixture of the tetraphenylborates (total yield 72%); the ratio of the isomers was established by means of the PMR spectra.

• Research Organization: M. V. Lomonosov Moscow State Univ. (USSR)
• OSTI ID: 7076379
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 23:5; Other Information: Translated from Zh. Org. Khim.; 23: No. 5, 949-955(May 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
BROMINATED ALIPHATIC HYDROCARBONS
NMR SPECTRA
STEREOCHEMISTRY
SELENIUM BROMIDES
ALKENES
BROMINATION
CHEMICAL REACTION KINETICS
CHEMICAL SHIFT
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELECTRON TRANSFER
INFRARED SPECTRA
J-J COUPLING
MULTIPLETS
SELENIUM CHLORIDES
SELENIUM IODIDES
STRUCTURAL CHEMICAL ANALYSIS
BROMIDES
BROMINE COMPOUNDS
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
COUPLING
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HYDROCARBONS
HYDROGEN COMPOUNDS
INTERMEDIATE COUPLING
IODIDES
IODINE COMPOUNDS
KINETICS
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
REACTION KINETICS
SELENIUM COMPOUNDS
SPECTRA
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory