Reactions of (chloroethynyl)phosphonates with neutral nucleophiles

Journal Article · Sun Dec 20 00:00:00 EST 1987 · J. Gen. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6909222

Garibina, V A; Leonov, A A; Dogadina, A V; Ionin, B I; Petrov, A A

The authors studied reactions of (chloroethynyl)phosphonates with a number of neutral nucleophiles containing a primary amino group together with a second nucleophilic center. The phosphorylated benzimidazoles are crystalline substances. The chemical shift of phosphorus in these compounds, delta/sub p/ +22.0 ppm, is characteristic for compounds containing an sp/sup 3/-hybridized carbon atom attached to phosphorus. The PMR spectra of the compounds contain a characteristic signal of the protons of a methylene group attached to phosphorus, delta 2.8, /sup 2/J/sub HP/ 22.0 Hz. The /sup 13/C NMR spectrum of the compounds contain the signals of a methoxy group on phosphorus delta/sub C/(CH/sub 3/O) 49.50 ppm, J/sub CP/ 6.9 Hz; and a doublet signal of the carbon atom of the methylene group delta/sub C/ 23.16 ppm, J/sub CP/ 138.8 Hz; and a doublet of carbon of the benzimidazole ring delta/sub C/ 141.6 ppm, J/sub CP/ 8.7 Hz; the carbon atoms of the benzene ring resonate in the weak field.

• Research Organization: Lensovet Leningrad Technological Institute (USSR)
• OSTI ID: 6909222
• Journal Information: J. Gen. Chem. USSR (Engl. Transl.); (United States), Vol. 57:7; Other Information: Translated from Zh. Obshch. Khim.; 57: No. 7, 1481-1488(Jul 1987)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
AMINES
ISOMERIZATION
NMR SPECTRA
PHOSPHONIC ACID ESTERS
CARBON 13
CHEMICAL SHIFT
COUPLING CONSTANTS
HYBRIDIZATION
HYPERFINE STRUCTURE
INFRARED SPECTRA
J-J COUPLING
MULTIPLETS
ORGANIC CHLORINE COMPOUNDS
PHOSPHORUS 31
SPIN
ANGULAR MOMENTUM
CARBON ISOTOPES
CHEMICAL REACTIONS
COUPLING
ESTERS
EVEN-ODD NUCLEI
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PARTICLE PROPERTIES
PHOSPHORUS ISOTOPES
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory