Artículos de revistas
Stereochemical And Electronic Interaction Studies Of α-heterosubstituted Acetone Oximes
Registro en:
Spectrochimica Acta Part A: Molecular And Biomolecular Spectroscopy. , v. 51, n. 9, p. 1479 - 1495, 1995.
13861425
10.1016/0584-8539(95)01409-N
2-s2.0-0000369411
Autor
Olivato P.R.
Ribeiro D.S.
Rittner R.
Hase Y.
del Pra D.
Bombieri G.
Institución
Resumen
The free νCN bands in the IR spectra of some α-heterosubstituted acetone oximes show the existence of only a monomeric form in chloroform solutions at concentrations below 10-2 M, while in carbon tetrachloride self-associated species are also present. The 1H and 13C NMR chemical shift data indicate the predominance of the E over the Z isomer. The ΔνCN frequency shifts and molecular mechanics calculations strongly suggest that the oximes are in the gauche conformation. X-ray diffraction data have shown that the single dimethylaminoacetone oxime isomer exists in the E configuration and gauche conformation. Non-additivity effects for the α-methylene carbon chemical shifts seem to indicate the occurrence of a πCN/σCX * interaction besides the πCN*/σCX hyperconjugative interaction. © 1995. 51 9 1479 1495 Guerrero, Barros, Wladislaw, Rittner, Olivato, Conformational studies of ?-substituted carbonyl compounds. Part 1. 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