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Triple ion chelate structure of an equilibrium Michael adduct
Author(s) -
Viteva L.,
Stefanovsky Y.,
Tsvetanov Chr.,
Gorrichon L.
Publication year - 1990
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610030311
Subject(s) - chemistry , adduct , intramolecular force , chelation , michael reaction , ether , ion , lithium (medication) , nuclear magnetic resonance spectroscopy , diethyl ether , dimethyl ether , conductivity , stereochemistry , inorganic chemistry , organic chemistry , catalysis , medicine , endocrinology
The equilibrium adduct from the Michael reaction between lithium dimethylphenylacetamide enolate and methyl cinnamate has been studied by means of 7 Li, 13 C and 1 H NMR and IR spectroscopy as well as by electrical conductivity measurements in THF and diethyl ether. The 7 Li NMR and the electrical conductivity measurements data are consistent with a triple ion structure of [A − M + A − ] − M + type, favoured in THF. All other spectral data support an intramolecular chelation in the triplet fragment.