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• W2059007002 abstract "The 15N 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 15N chemical shifts of both octahydroacridines and their N-oxides also correlate well, linearly with the 13C 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 15N chemical shifts of octahydroacridines and those of the corresponding N-oxides. From the 15N chemical shifts data, the Taft and Swain-Lupton substituent constants for the diacetylamino group (NAc2) were evaluated in the present paper, as follows: σR = 0.07 and σI = 0.15; and . Copyright © 2008 John Wiley & Sons, Ltd." @default.
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• W2059007002 date "2008-12-01" @default.
• W2059007002 modified "2023-10-17" @default.
• W2059007002 title "Hydroacridines: part 29.15N NMR chemical shifts of 9-substituted 1,2,3,4,5,6,7,8-octahydroacridines and theirN-oxides-Taft, Swain-Lupton, and other types of linear correlations" @default.
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• W2059007002 doi "https://doi.org/10.1002/mrc.2335" @default.
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