Reactions of 3,5,8-tris(polyfluoroalkyl)-2,6,7-trioxa-1,4-diphosphabicyclo(2. 2. 2)octanes with electrophilic reagents
3,5,8-Tris(polyfluoroalkyl)-2,6,7-trioxa-1,4-diphosphabicyclo-(2.2.2)octanes were found to react with chlorine and bromine to form adducts at the phosphite phosphorus that are stable below -60/sup 0/C and have a dihalophosphorane structure. The stabilization of pentacoordinated phosphorus in these compounds is due to the increased electron acceptor properties of the bicyclooctane segment with polyfluoroalkyl substituents as compared with acyclic polyfluoroalkoxy substituents. The thermal stability of bicyclic dihalophosphoranes increases with increasing bulk of the polyhaloalkyl groups in the bicyclooctane segment. This follows from comparison of the polyfluoroalkyl phosphoranes with the dihalophosphoranes obtained from 3,5,8-tris(trichloromethyl)-2,6,7-trioxa-1,4-diphosphabicyclo-(2.2.2)octane.
- OSTI ID:
- 5774809
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 56:3; ISSN JGCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALKANES
BINDING ENERGY
BROMINATION
BROMINE
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATION
CHLORINE
COUPLING
COUPLING CONSTANTS
CYCLOALKANES
ELECTRON SPIN RESONANCE
ELECTRONEGATIVITY
ELECTRONIC STRUCTURE
ELECTRONS
ELEMENTARY PARTICLES
ELEMENTS
ENERGY
FERMIONS
FLUORINATED ALIPHATIC HYDROCARBONS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HALOGENS
HYDROCARBONS
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
LEPTONS
LIGHT NUCLEI
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NMR SPECTRA
NONMETALS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
RESONANCE
SPECTRA
STABILITY
STABLE ISOTOPES
VALENCE