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Type: Artigo de periódico
Title: Stereochemical And Electronic Interaction Studies Of α-heterosubstituted Acetone Oximes
Author: Olivato P.R.
Ribeiro D.S.
Rittner R.
Hase Y.
del Pra D.
Bombieri G.
Abstract: 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.
Rights: fechado
Identifier DOI: 10.1016/0584-8539(95)01409-N
Date Issue: 1995
Appears in Collections:Unicamp - Artigos e Outros Documentos

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