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231223s2008 xx |||||o 00| ||eng c |
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|a 10.1002/mrc.2335
|2 doi
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|a pubmed24n0610.xml
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|a (DE-627)NLM182924467
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|a (NLM)18844244
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|c DE-627
|e rakwb
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|a eng
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|a Potmischil, Francisc
|e verfasserin
|4 aut
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|a Hydroacridines
|b part 29. 15N NMR chemical shifts of 9-substituted 1,2,3,4,5,6,7,8-octahydroacridines and their N-oxides-Taft, Swain-Lupton, and other types of linear correlations
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|c 2008
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|a Text
|b txt
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Completed 17.12.2008
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|a Date Revised 05.11.2008
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|a published: Print
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|a Citation Status MEDLINE
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|a Copyright (c) 2008 John Wiley & Sons, Ltd.
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|a The (15)N NMR chemical shifts of 1,2,3,4,5,6,7,8-octahydroacridine, 12 of its 9-substituted derivatives, and of the corresponding N-oxides were measured and examined in terms of the 9-substituent effects and the effects of N-oxidation. For the 9-substituent effects, good linear correlations were found with the Taft and Swain-Lupton substituent constants, for both octahydroacridines and their N-oxides. The (15)N chemical shifts of both octahydroacridines and their N-oxides also correlate well, linearly with the (13)C chemical shifts of the para-carbons in analogously substituted benzene derivatives.Within the studied compounds, the magnitudes of the N-oxidation effects range from - 16.4 to - 27.4 ppm (shielding), and also correlate linearly with the Taft and Swain-Lupton substituent constants, as well as with the bond orders of the N(+)-O(-) bonds in the corresponding N-oxides. Furthermore, a very good linear correlation is found between the (15)N chemical shifts of octahydroacridines and those of the corresponding N-oxides. From the (15)N chemical shifts data, the Taft and Swain-Lupton substituent constants for the diacetylamino group (-NAc(2)) were evaluated in the present paper, as follows: sigma(R) = 0.07 and sigma(I) = 0.15; R = 0.08 and F= 0.20
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|a Journal Article
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|a Acridines
|2 NLM
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|a Carbon Isotopes
|2 NLM
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|a Nitrogen Isotopes
|2 NLM
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|a Oxides
|2 NLM
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|a Marinescu, Maria
|e verfasserin
|4 aut
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|a Nicolescu, Alina
|e verfasserin
|4 aut
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|a Deleanu, Călin
|e verfasserin
|4 aut
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|a Hillebrand, Mihaela
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Magnetic resonance in chemistry : MRC
|d 1985
|g 46(2008), 12 vom: 15. Dez., Seite 1141-7
|w (DE-627)NLM098179667
|x 1097-458X
|7 nnns
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|g volume:46
|g year:2008
|g number:12
|g day:15
|g month:12
|g pages:1141-7
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|u http://dx.doi.org/10.1002/mrc.2335
|3 Volltext
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