A carbon-13 NMR study of new 4-substituted neostigmine methyl sulphates: Correlations of substituent induced chemical shifts with substituent parameters

dc.creatorRittner, R
dc.creatorBarbarini, JE
dc.date2000
dc.date2014-07-30T13:39:10Z
dc.date2015-11-26T16:35:08Z
dc.date2014-07-30T13:39:10Z
dc.date2015-11-26T16:35:08Z
dc.date.accessioned2018-03-28T23:17:30Z
dc.date.available2018-03-28T23:17:30Z
dc.identifierCanadian Journal Of Analytical Sciences And Spectroscopy. Spectroscopy Soc Canada, Ottawa, v. 45, n. 3, n. 60, n. 65, 2000.
dc.identifier1205-6685
dc.identifierWOS:000166454700001
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/52815
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/52815
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1271412
dc.descriptionThe Carbon-13 NMR spectra of six new neostigimine derivatives, the 4-substituted-3-[{N,N-dimethylamino)carbonyl}oxy]-N',N',N'-trimethylbenzen-anminium methyl sulphates (4-substituted neostigmine methyl sulphates), and of the parent compound were recorded, and unequivocal chemical shift assignments through the use of HETCOR and COLOC sequences were performed. Large intramolecular interaction chemical shifts (ICS) were observed for carbon C-3 (-8.3 to +3.1 ppm), attachment site of the OC(O)N(CH3)(2) group, and moderate ICS values (-3.3 to +3.5 ppm) for the remaining ring carbons, similarly to the values which were found for C-1 (-9.3 to +3.4 ppm) and for C-2 to C-6 (-3.0 to +3.8 ppm) of the corresponding 2 -substituted-5-N', N'-dimethylaminophenyl-N, N-dimethylcarbamates. Correlation analyses for the substituent-induced chemical shifts (SCS) with several sets of substituent parameters were carried out, through SSP, DSP and DSP-NLR treatments, as well as through multiple regression analysis. Good correlations were found for all ring carbons (r>0.97) and for the carbonyl carbon (r 0.9797). Resonance contribution is predominant for C-l and C-2, while the electronegativity or inductive parameter is significant or the prevailing component for all ring carbons. Negative r values were found for several correlations (reverse substituent effect).
dc.description45
dc.description3
dc.description60
dc.description65
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.subjectneostigmine derivatives
dc.subjectsubstituent effects
dc.subjectSpectra
dc.titleA carbon-13 NMR study of new 4-substituted neostigmine methyl sulphates: Correlations of substituent induced chemical shifts with substituent parameters
dc.typeArtículos de revistas


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