Reactions of phosphorylated allenes with phosphorus dithio acids

Journal Article · Tue May 20 04:00:00 EDT 1986 · J. Gen. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5571309

Khusainova, N G; Sippel', I Ya; Berdnikov, E A; Cherkasov, R A; Pudovik, A N

The addition of phosphorus dithio acids to (1,2-alkadienyl)phosphonates goes at the ..cap alpha..,..beta..-double bond by nucleophilic reaction regardless of the degree of substitution on the ..gamma..-carbon atom of the allene. The introduction of two methyl groups on the ..gamma..-carbon atom of the phosphonoallene promotes the electrophilic addition of the dithio acids at the ..beta..,..gamma..-double bond to a small extent. (1-Vinyl-1,2-alkadienyl)phosphonates react with 0,0-dialkyl hydrogen phosphorodithioates at the 1,4-positions of the system of two conjugated double bonds with the addition of the proton on the central carbon atom of the allene. Simultaneously with addition, there occurs the alkylation of the acid phosphorodithioates by the (1,2-alkadienyl)phosphonic esters.

• Research Organization: V. I. Ul'yanov-Lenin Kazan' State Univ., USSR
• OSTI ID: 5571309
• Journal Information: J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 55:12; ISSN JGCHA
• Country of Publication: United States
• Language: English

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
COUPLING
COUPLING CONSTANTS
DIENES
DITHIOLS
DOUBLE RESONANCE METHODS
ESTERS
HYDROCARBONS
HYDROGEN 1
HYDROGEN ISOTOPES
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PHOSPHONATES
PHOSPHONIC ACID ESTERS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
PHOSPHORYLATION
POLYENES
REAGENTS
SPECTRA
STABLE ISOTOPES
THIOLS