Prototropic migrations in the phosphorylation of imidoyl chlorides containing hydrogen on the N-. cap alpha. -carbon atom. III. Phosphorylation of substituted N-benzylbenzimidoyl chlorides with triethyl phosphite
Journal Article
·
· J. Gen. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:7005207
The reactions of substituted N-benzylbenzimidoyl chlorides with triethyl phosphite lead to imidoylphosphonates, which suffer a 1,3-H shift with the formation of ..cap alpha..-phosphorylated azomethines. In phosphorylated 1,3-diaryl-substituted azaallyl systems the most stable isomer is that in which the phosphoryl group is linked to the sp/sup 3/-carbon atom of the C=N-CH triad. Substituents in the benzene nucleus do not influence the position of the prototropic equilibrium. The spectra were recorded with the external standards HMDS and 85% H/sub 3/PO/sub 4/ and the internal standard CCl/sub 3/F for /sup 1/H, /sup 31/P, and /sup 19/P nuclei, respectively.
- Research Organization:
- Institute of Organic Chemistry, Kiev (USSR)
- OSTI ID:
- 7005207
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 57:6; ISSN JGCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
ESTERS
FLUORINE 19
FLUORINE ISOTOPES
HYDROGEN 1
HYDROGEN ISOTOPES
IMIDES
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHONIC ACID ESTERS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
PHOSPHORYLATION
SPECTRA
STABLE ISOTOPES
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
ESTERS
FLUORINE 19
FLUORINE ISOTOPES
HYDROGEN 1
HYDROGEN ISOTOPES
IMIDES
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHONIC ACID ESTERS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
PHOSPHORYLATION
SPECTRA
STABLE ISOTOPES