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15N and 13C NMR study of two adducts containing NHN+ and NHN− hydrogen bonds

✍ Scribed by J. Klimkiewicz; L. Stefaniak; E. Grech; J. Nowicka-Scheibe; G. A. Webb


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
354 KB
Volume
9
Category
Article
ISSN
0894-3230

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✦ Synopsis


I3C and I5N NMR data are reported for two substituted nitronaphthalenes l,S-bis(4-toluenesulphonamido)-2,4,7-trinitronaphthalene and l,S-bis(4-toluenesulphonamido)-2,4,5,7-tetranitronaphthalene and their salts with 1,s-dimethylaminonaphthalene. The salts are shown to contain NHN + and NHN-intramolecular hydrogen-bonded systems in CD,CN solutions, in agreement with x-ray diffraction data on solid samples and 'H NMR studies on solutions. Examples are given of both a symmetrical and an unsymmetrical bonding system for the NHN atoms. "N NMR is shown to be particularly helpful in these studies, both "N shielding and 'J("N, 'H) couplings are of value. Additional assistance is obtained from 3J(13C9, N1H) data. 'H spectra,' selective INEPT measurements permit the assi nments of carbons l ' , l " and 4',4" by means of 'J( C, 'H) interactions with the protons on the 3',3" and 2',2" carbons, respectively. The I3C si nal of C 10


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