NMR spectral data: A compilation of aromatic proton chemical shifts in mono‐ and di‐substituted benzenes

1977 ◽  
Vol 6 (3) ◽  
pp. 919-992 ◽  
Author(s):  
B. L. Shapiro ◽  
L. E. Mohrmann
Keyword(s):  
Spectral Data ◽  
Chemical Shifts ◽  
Aromatic Proton ◽  
Substituted Benzenes ◽  
Proton Chemical Shifts

Using Side-Chain Aromatic Proton Chemical Shifts for a Quantitative Analysis of Protein Structures

2011 ◽  
Vol 50 (41) ◽  
pp. 9620-9623 ◽  
Author(s):  
Aleksandr B. Sahakyan ◽  
Wim F. Vranken ◽  
Andrea Cavalli ◽  
Michele Vendruscolo
Keyword(s):  
Quantitative Analysis ◽  
Chemical Shifts ◽  
Protein Structures ◽  
Aromatic Proton ◽  
Side Chain ◽  
Proton Chemical Shifts

Synthetic, Infrared And Nmr (1H And 13C) Spectral Studies Of N-(Substituted Phenyl)-Methanesulphonamides

2004 ◽  
Vol 59 (7-8) ◽  
pp. 491-500 ◽  
Author(s):  
K. L. Jayalakshmi ◽  
B. Thimme Gowda
Keyword(s):  
Solid State ◽  
Infrared Spectra ◽  
Phenyl Ring ◽  
Chemical Shifts ◽  
Aromatic Proton ◽  
Spectral Studies ◽  
Substituted Anilines ◽  
Substituted Benzenes ◽  
Stretching Vibrations ◽  
Electron Donating Groups

Twenty two N-(substituted phenyl)-methanesulphonamides of the general formula, CH3SO2NHR, where R = 4-XC6H4(X = H, CH3, F, Cl, Br or NO2), i-XC6H4(X=CH3, Cl orNO2 and i=2 or 3) and i, j-X2C6H3(i, j-X2 = 2,3-(CH3)2, 2,4-(CH3)2, 2,5-(CH3)2, 2,6-(CH3)2, 3,5-(CH3)2, 2,3-Cl2, 2,4- Cl2, 2,5-Cl2, 2,6-Cl2 or 3,4-Cl2) were prepared, characterized and their infrared spectra in the solid state and the NMR (1H and 13C) spectra in solution studied. The N-H stretching vibrations absorb in the range, 3298 - 3232 cm−1. Asymmetric and symmetric SO2 stretching vibrations appear as strong absorptions in the ranges, 1331 - 1317 cm−1 and 1157 - 1139 cm−1, respectively. The sulphonamides exhibit S-N stretching vibrations in the range, 926 - 833 cm−1. The effect of substitution in the phenyl ring in terms of electron withdrawing and electron donating groups is non-systematic. The 1H and 13C chemical shifts of N-(substituted phenyl)-methanesulphonamides are assigned to various protons and carbons of the compounds. Further, incremental shifts of the ring protons and carbons due to CH3SO2- and CH3SO2NH- groups in the N-(phenyl)-methanesulphonamide are computed and used to calculate the 1H and 13C chemical shifts of various protons and carbons of N-(substituted phenyl)-methanesulphonamides, by adding substituent contributions to the corresponding aromatic proton or carbon chemical shifts of either aniline, substituted anilines, benzene or substituted benzenes, in different ways, as per the principle of substituent addition. The computed values by different procedures agree well with each other and with the experimental chemical shifts. The correlation of these incremental shifts with the Hammett substituent parameters is poor.

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