TY - JOUR
T1 - The effects of fluorine substitution on the 35Cl NQR spectra of fluoroaromatic compounds containing element-chlorine bonds
AU - Furin, G. G.
AU - Poleshchuk, O. Ch
AU - Yakobson, G. G.
PY - 1987
Y1 - 1987
N2 - The 35Cl NQR spectra of pentafluorosubstituted derivatives of benzene C6F5X (X = NPCl3, CONPCl3, SO2NPCl3, NCCl2, SCl, COCl, SO2NCl2, CONCl2, PCl2, SO2Cl) and phosphazocompounds (dimers, [RNPCl3]2; R = C6F5, C6H5, 2,3,5,6-tetrafluoropyridyl) have been recorded and interpreted. On passing from phenyl to pentafluorophenyl derivatives, the 35Cl NQR frequencies increased. The influence of the relative numbers and positions of the fluorine atoms in the benzene ring on the 35Cl NQR frequencies of fluoro-containing benzoyl chlorides has been discussed. The results are explained in terms of charge alteration on chlorine under the influence of the aromatic fluorine atoms. A linear correlation has been found between 35Cl NQR frequencies of pentafluorophenyl derivatives and those of their hydrocarbon analogues. A relationship between elecronegativity of the element and the ionic character of the element-chlorine bond has been revealed. The reactivities of pentafluorophenyl and phenyl derivatives containing element-chlorine bonds have been predicted using the νCl values.
AB - The 35Cl NQR spectra of pentafluorosubstituted derivatives of benzene C6F5X (X = NPCl3, CONPCl3, SO2NPCl3, NCCl2, SCl, COCl, SO2NCl2, CONCl2, PCl2, SO2Cl) and phosphazocompounds (dimers, [RNPCl3]2; R = C6F5, C6H5, 2,3,5,6-tetrafluoropyridyl) have been recorded and interpreted. On passing from phenyl to pentafluorophenyl derivatives, the 35Cl NQR frequencies increased. The influence of the relative numbers and positions of the fluorine atoms in the benzene ring on the 35Cl NQR frequencies of fluoro-containing benzoyl chlorides has been discussed. The results are explained in terms of charge alteration on chlorine under the influence of the aromatic fluorine atoms. A linear correlation has been found between 35Cl NQR frequencies of pentafluorophenyl derivatives and those of their hydrocarbon analogues. A relationship between elecronegativity of the element and the ionic character of the element-chlorine bond has been revealed. The reactivities of pentafluorophenyl and phenyl derivatives containing element-chlorine bonds have been predicted using the νCl values.
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U2 - 10.1016/S0022-1139(00)81991-0
DO - 10.1016/S0022-1139(00)81991-0
M3 - Article
AN - SCOPUS:18944389888
VL - 35
SP - 427
EP - 436
JO - Journal of Fluorine Chemistry
JF - Journal of Fluorine Chemistry
SN - 0022-1139
IS - 3
ER -