Conclusions
-
1.
A series of fluoro-substituted organomercury compounds, containing phenyl groups, was synthesized, and the chemical shifts of fluorine with respect to fluorobenzene in various solvents were determined.
-
2.
The electronic effect of mercury-containing substituents is chiefly inductive, while the ability of the mercury-carbon bond for σ-π conjugation is associated with the nature of the substituent at the mercury atom.
-
3.
The influence of solvents on the electronic effect of mercury-containing groups is due chiefly to specific solvation of the metal atom by the solvent, which depends on the nature of the substituent at the mercury atom.
Similar content being viewed by others
Literature cited
D. N. Kravtsov, Zh. Vses. Khim., O-va im. D. I. Mendeleeva,12, 53 (1967).
D. N. Kravtsov and B. A. Faingor, Izv. Akad. Nauk SSSR, Ser. Khim., 289 (1968).
H. S. Gutowsky, D. W. McCall, B. R. McGarvey, and L. H. Meyer, J. Amer. Chem. Soc.,74, 4809 (1952).
R. W. Taft, E. Price, I. R. Fox, J. C. Lewis, K, K. Andersen, and G. T. Davis, J. Amer. Chem. Soc.,85, 709 (1963).
R. W. Taft, E. Price, I. R. Fox, J. C. Lewis, K. K. Andersen, and G. T. Davis, J. Amer. Chem. Soc.,85, 3146 (1963).
M. J. S. Dewar and A. P. Marchand, J. Amer. Chem. Soc.,88, 3318 (1966).
W. Adcock and M. J. S. Dewar, J, Amer. Chem. Soc.,89, 379 (1967).
V. F. Bystrov, O. A. Yuzhakova, and R. G. Kostyanovskii, Dokl. Akad. Nauk SSSR,147, 843 (1962).
J. W. Emsley and L. Phillips, Mol. Phys.,11, 437 (1966).
A. D. Buckingam, Canad. J. Chem.,38, 300 (1960).
G. C. Hampson, Trans. Faraday Soc.,30, 877 (1934).
I. P. Beletskaya, É. I. Fedin, L. A. Fedorov, B. A. Kvasov, and O. A. Reutov, Dokl. Akad. Nauk SSSR,174, 354 (1967).
V. S. Petrosyan, B. P. Bespalov, and O. A. Reutov, Izv. Akad. Nauk SSSR, Ser. Khim., 2127 (1967).
P. G. Gowenlock and J. Trotman, J. Chem. Soc., 1455 (1955).
W. Adcock, B. F. Hegarty, W. Kitching, and A. J. Smith, J. Orgmet. Chem.,12, P21 (1968).
V. S. Petrosyan and O. A. Reutov, Dokl. Akad. Nauk SSSR,180, 876 (1968).
Author information
Authors and Affiliations
Additional information
Deceased.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.3, pp.536–544, March, 1969.
Rights and permissions
About this article
Cite this article
Kravtsov, D.N., Kvasov, B.A., Fedin, É.N. et al. Investigation of the electronic effect of mercury-containing substituents by the method of NMR spectroscopy of F19 . Russ Chem Bull 18, 477–484 (1969). https://doi.org/10.1007/BF00906961
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00906961