Triad thiophosphoryl-mercapto ylide tautomerism. III. Synthesis and structure of (1-(diphenylphosphinothioyl)-acetonyl)triphenylphosphonium salts

Journal Article · Thu Nov 20 00:00:00 EST 1986 · J. Gen. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5387567

Aladzheva, I M; Leont'eva, I V; Petrovskii, P V; Mastryukova, T A; Kabachnik, M I

(1-(Diphenylphosphinothioyl)acetonylidene)triphenylphosphorane was synthesized, and in its protonation phosphonium salts are formed which have an enol structure in the solid state, but exist as an equilibrium mixture of keto and enol forms in solution. The methylation of the phosphorane goes at the oxygen atom of the carbonyl group and at the sulfur atom the thiophosphoryl group, and the S-methylation product undergoes intramolecular Wittig reaction under mild conditions. Hydrogen 1 and phosphorus 31 NMR spectra were analyzed to confirm these findings.

• Research Organization: A. N. Nesmeyanov Institute of Organometallic Compounds, Moscow (USSR)
• OSTI ID: 5387567
• Journal Information: J. Gen. Chem. USSR (Engl. Transl.); (United States), Vol. 56:6; Other Information: Translated from Zh. Obshch. Khim.; 56: No. 6, 1220-1227(Jun 1986)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
ORGANIC PHOSPHORUS COMPOUNDS
INFRARED SPECTRA
ISOMERIZATION
METHYLATION
NMR SPECTRA
ORGANIC SULFUR COMPOUNDS
ACETONE
CHEMICAL SHIFT
COUPLING CONSTANTS
DOUBLE RESONANCE METHODS
ELECTRONEGATIVITY
HYDROGEN 1
ISOMERS
J-J COUPLING
MOLECULAR STRUCTURE
ORGANIC SOLVENTS
PHOSPHORUS 31
CHEMICAL REACTIONS
COUPLING
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
KETONES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
PHOSPHORUS ISOTOPES
SOLVENTS
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory