C-13 NMR-STUDIES OF DIANIONS OF UNSATURATED CARBOXYLIC-ACIDS

Citation
Mj. Aurell et al., C-13 NMR-STUDIES OF DIANIONS OF UNSATURATED CARBOXYLIC-ACIDS, Tetrahedron, 50(17), 1994, pp. 5109-5118
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
17
Year of publication
1994
Pages
5109 - 5118
Database
ISI
SICI code
0040-4020(1994)50:17<5109:CNODOU>2.0.ZU;2-5
Abstract
C-13 NMR Spectra of the dianions Li-2-n resulting from double deproton ation of unsaturated carboxylic acids 1 to 6 by lithium dialkylamides, are examined. Higher field resonance for C-2 than for C-4 atoms are o bserved, which reveal higher electron density at C-2 than at C-4, in a greement with the kinetic alpha-regioselectivity exhibited by these di anions on reaction with electrophiles.