Unusual conformational properties of trans-1-bromo-2-tetramethylene-selenoniocyclohexane tetraphenylborate (in Russian)
The conformational equilibrium of trans-1-X-2-Y-cyclohexanes (I) having bulky atoms or groups as substituents (X/Y = RS/Cl, RS/SR', RS/B, RSe/Cl, Br/Br, RSe/SO/sub 2/R) is shifted in nonpolar media toward the diaxial conformer, whose fraction increases with increasing atomic number of the element bound to the cyclohexane ring. In a study of the conformational properties of trans-1-bromo-2-tetramethylselenoniocyclohexane tetraphenylborate (II), the authors found a departure from this behavior. The PMR spectrum for this compound was taken in CD/sub 3/Cn at 200 MHz with TMS as the internal standard. The interactions between the substituents in (II) stabilize their approximate gauche orientation in contrast to the destabilization observed for trans-1-Br(or Cl)-2-RSe-(or RS)-cyclohexanes.
- Research Organization:
- M. V. Lomonosov Moscow State Univ., USSR
- OSTI ID:
- 6192463
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:7; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- Russian
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Related Subjects
400201* -- Chemical & Physicochemical Properties
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Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALKANES
BINDING ENERGY
BORON COMPLEXES
BROMINATED ALIPHATIC HYDROCARBONS
CHEMICAL SHIFT
COMPLEXES
CONFIGURATION INTERACTION
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
CYCLOALKANES
DEUTERIUM COMPOUNDS
ENERGY
EQUILIBRIUM
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGEN TRANSFER
INTERATOMIC FORCES
INTERMEDIATE COUPLING
J-J COUPLING
LINE WIDTHS
MECHANICS
MULTIPLETS
NMR SPECTRA
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
QUANTUM MECHANICS
SELENIUM COMPLEXES
SOLVENT PROPERTIES
SPECTRA
STABILITY