2-Halo-1,2lambda/sup 5/-oxaphosphetanes
Continuing our study of the properties of the P-halo ylides, we have studied their reactions with ketones, which, as we have shown, go as (2 + 2)-cyclo-addition with the formation of the 2-halo-1,2lambda/sup 5/-oxaphosphetanes. In the PMR spectra of the compounds which contain an asymmetric C/sup 4/ carbon atom, the authors observe distinct nonequivalence of the protons of CH/sup a/H/sup b/ in the four-membered ring with a considerable distancing of the signals of H/sup a/ and H/sup b/ from one another. As a result of the magnetic nonequivalence of the protons of the methylene group in these compounds geminal spin-spin interaction arises between them. Each of the signals of CH/sup a/ and CH/sup b/ is a doublet of doublets with a coupling constant on account of the phosphorus nucleus of /sup 2/J/sub PH/ 20-22 Hz and a geminal coupling constant /sup 2/J/sub HH/ of 16-17 Hz. Certain other groups are magnetically nonequivalent, in particular the tery-butyl groups. The asymmetrically substituted phosphorus atom in the compounds also determines the magnetic nonequivalence of the two CF/sub 3/ groups in the /sup 19/F NMR spectrum; the signal of each is split into a quartet.
- Research Organization:
- Institute of Organic Chemistry, Kiev (USSR)
- OSTI ID:
- 5277288
- Journal Information:
- J. Gen. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Gen. Chem. USSR (Engl. Transl.); (United States) Vol. 56:2; 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
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
HYPERFINE STRUCTURE
INFRARED SPECTRA
INTERMEDIATE COUPLING
IONIZATION
ISOMERIZATION
ISOMERS
ISOTOPES
J-J COUPLING
KETONES
KINETICS
LIGHT NUCLEI
MASS SPECTRA
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHORUS 31
PHOSPHORUS ISOTOPES
REACTION KINETICS
SPECTRA
STABLE ISOTOPES
STEREOCHEMISTRY