A carbon-13 NMR study of 2-substituted-5-N ',N '-dimethylaminophenyl-N,N-dimethylcarbamates: Correlations of substituent-induced chemical shifts with substituent parameters

dc.creatorRittner, R
dc.creatorBarbarini, JE
dc.creatorHoehr, NF
dc.date1999
dc.date2014-07-30T13:39:10Z
dc.date2015-11-26T16:02:44Z
dc.date2014-07-30T13:39:10Z
dc.date2015-11-26T16:02:44Z
dc.date.accessioned2018-03-28T22:52:07Z
dc.date.available2018-03-28T22:52:07Z
dc.identifierCanadian Journal Of Analytical Sciences And Spectroscopy. Spectroscopy Soc Canada, Ottawa, v. 44, n. 6, n. 180, n. 185, 1999.
dc.identifier1205-6685
dc.identifierWOS:000087281600005
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/52813
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/52813
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1265131
dc.descriptionThe Carbon-13 NMR spectra of seven 2-substituted-5 -N', N'- d i m e t hy la m i n o p he n y l N, N-dimethylcarbamates and of the parent compound were recorded, and unequivocal assignments of the chemical shifts through the use of HETCOR and COLOC sequences were performed. Large intramolecular interaction chemical shifts (ICS) were observed for C-1 (-9.3 to +3.4 ppm) and moderate values for C-2 to C-6 (-3.0 to +3.8), mostly for the oxygen-bearing derivatives [OCH3, NO, and C(O)CH3]. Correlation. analyses for the substituent-induced chemical shifts (SCS) with several sets of substituent parameters were carried out, through SSP (Single Substituent Parameter), DSP (Dual Substituent Parameter) and DSP-NLR (Dual Substituent Parameter Non-Linear Resonance) treatments, as well as through multiple regression analysis. Good correlations were found for C-1, C-4, C-5 and C-6 (r>0.97), while for C-2, C-3 and C-10 (the carbonyl carbon) just rough trends were observed (r>0.89). The resonance contribution is predominant for C-4 and C-6 (unsubstituted carbons) and for C-5, while for C2 and C-3 and C-10) the electronegativity parameter is the prevailing component and for C-1 both contributions are relevant. Negative rho values were found for several correlations (reverse substituent effect).
dc.description44
dc.description6
dc.description180
dc.description185
dc.languageen
dc.publisherSpectroscopy Soc Canada, Ottawa
dc.publisherOttawa
dc.publisherCanadá
dc.relationCanadian Journal Of Analytical Sciences And Spectroscopy
dc.relationCan. J. Anal. Sci. Spectrosc.
dc.rightsfechado
dc.sourceWeb of Science
dc.subjectcarbon-13 NMR
dc.subjectsubstituted carbamates
dc.subjectsubstituent effects
dc.subjectSpectra
dc.subjectResonance
dc.titleA carbon-13 NMR study of 2-substituted-5-N ',N '-dimethylaminophenyl-N,N-dimethylcarbamates: Correlations of substituent-induced chemical shifts with substituent parameters
dc.typeArtículos de revistas


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